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CN1078586C - 苯基烷烃酰胺衍生物及农业或园艺杀菌剂 - Google Patents

苯基烷烃酰胺衍生物及农业或园艺杀菌剂 Download PDF

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CN1078586C
CN1078586C CN96195928A CN96195928A CN1078586C CN 1078586 C CN1078586 C CN 1078586C CN 96195928 A CN96195928 A CN 96195928A CN 96195928 A CN96195928 A CN 96195928A CN 1078586 C CN1078586 C CN 1078586C
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alkyl
ipr
haloalkyl
alkoxy
cyano
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CN1192728A (zh
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增田胜美
漆畑育巳
浅原豪
古濑胜美
小嶋芳幸
阿部洋
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Ihara Chemical Industry Co Ltd
Kumiai Chemical Industry Co Ltd
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Kumiai Chemical Industry Co Ltd
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Abstract

本发明提供式(1)代表的苯基烷烃酰胺衍生物和包括该衍生物作活性成分的新的农业或园艺杀菌剂，
其中R1代表氢原子、烷基或类似基团，R2、R3和R4代表烷基、氢原子或类似基团，Q代表氰基、羧基或类似基团，X代表烷基、烷氧基、卤原子、芳基、或类似基团，n代表0-3整数，Y和Z代表烷基、氢原子或类似基团。
本发明的农业或园艺杀菌剂在稻谷损害，疥癣及类似物方面有优良预防效应，而对宿主植物没有副效应。另外，本发明的农业或园艺杀菌剂也显示优良系统作用，以及用于稻谷损害作灌溉处理剂上有优良的控制效应。

Description

苯基烷烃酰胺衍生物及农业或园艺杀菌剂
本发明涉及新的苯基烷烃酰胺衍生物及含该衍生物作活性成分的农业或园艺杀菌剂。
以前，N-苯基乙酰氨基腈类，如N-(1-氰基-1-环丙基乙基)-2-(2，4-二氯苯基)乙酰胺和其类似物已知作为3-芳基吡咯烷-2，4-二酮中间体(Japanese Patent Appcation，FirstPublication，No.Hei 6-220004和Japanese Patent Application，FirstPublication，No.Hei 6-263731)。然而，该化合物作农业或园艺杀菌剂的应用根本不知道。
最近，由于重复使用杀菌剂后出现抗菌性常规杀菌剂的杀菌活性降低。由于这个理由，以及由于环境问题，希望提供一种新的杀菌剂，这种杀菌剂甚至在低浓度能有效控制有害真菌。
为了开发与常规杀菌剂比较具有优良杀菌活性的剂，本发明者合成多种新的苯-基烷烃酰胺衍生物，且在对真菌的生物活性作用方面进行广泛研究。结果，本发明者发现：根据本发明的新化合物表现出对于稻谷损害等有优良杀菌活性，并且同时不妨碍所要植物生长。
本发明提供用式1代表的苯基烷烃酰胺衍生物及包括苯基烷烃酰胺衍生物作活性成分的农业或园艺杀菌剂。
Figure C9619592800071
其中，R1代表氢原子或C1-C6烷基，
R2代表氢原子、C1-C6烷基、C3-C6环烷基、或C1-C4卤烷基，
R3和R4各自代表C1-C6烷基、C2-C6链烯基、C3-C6环烷基、C2-C6烷氧基烷基、或C1-C4卤烷基，或
R3和R4与它们连接的碳原子在一起形成5元至7元环的环烷基(可被C1-C6烷基取代)，
Q代表氰基或式-COR5(其中R5代表羟基、C1-C6烷基、C1-C6烷氧基、C2-C6链烯氧基、C2-C6炔氧基、C3-C6环烷氧基、苯氧基、苄氧基、氨基、C1-C6烷氨基、或C1-C6二烷氨基)，
X代表卤原子，C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C6环烷基、C1-C4卤烷基、羟基、C1-C6烷氧基、C2-C6链烯氧基、C2-C6炔氧基、C3-C6环烷氧基、C1-C4卤烷氧基、芳氧基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、杂芳氧基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)，C1-C6烷硫基、C1-C6烷基亚磺酰基、C1-C6烷基磺酰基、C1-C4卤烷硫基、芳硫基(可以被被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基、卤原子取代)，杂芳硫基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)，芳亚磺酰基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)，芳磺酰基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)，氨基、C1-C6烷氨基、C1-C6二烷基氨基、硝基、氰基、或芳基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)，杂芳基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)，芳烷基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)，C1-C6烷羰基、芳羰基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)，杂芳羰基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)，甲酰基，或C1-C4烷氧羰基，
Y和Z各自代表氢原子、C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子及
n代表0-3整数。
除R3和R4同时代表三氟甲基外，和
条件是当R1和R2同时都代表氢原子时，Y和Z都代表氢原子和n代表1-3整数。
本发明所用术语定义在下面，在本发明中，例如，在“C1-C6”表示的情况中，该基团表示在“C1-C6”后面有1至6个碳原子。
这里所用术语“C1-C6烷基基团”指直链或支链烷基基团包括，但不限于甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲-丁基、叔-丁基、n-戊基、异戊基、新戊基、n-己基、异己基、3，3-二甲基丁基或类似基团。
“C3-C6环烷基”是指如环丙基、环戊基、环己基，或类似基团。
这里所用术语“ C1-C4卤烷基”指卤取代的直链或支链烷基包括，但不限于氟甲基、氯甲基、二氟甲基、二氯甲基、三氟甲基、五氟乙基或类似基团。
这里所用术语“C2-C6链烯基”指直链或支链链烯基包括，但不限于乙烯基、1-丙烯基、烯丙基、异丙烯基、1-丁烯基、2-丁烯基或类似基团。
这里所用术语“C2-C6炔基”指直链或支链炔基包括，但不限于乙炔基、1-丙炔基、2-丙炔基、1-丁炔基、2-丁炔基、3-丁炔基、4-甲基-1-戊炔基、3-甲基-1-戊炔基或类似基团。
提及“芳基”指如苯基、1-萘基、2-萘基或类似基团。
提及“杂芳基”例如指2-吡啶基、3-吡啶基、4-吡啶基、2-呋喃基、3-呋喃基、2-噻吩基、3-噻吩基、1-吡咯基、2-吡咯基、3-吡咯基或类似基团。
这里所用术语“芳烷基”指芳基(定义同上)取代直链或支链C1-C3烷基包括，但不限于苄基、苯乙基、1-萘甲基、2-萘甲基或类似基团。
这里所用术语“卤原子”指氟原子、氯原子、溴原子或碘原子。
这里所用术语“C1-C6烷氧基”指直链或支链烷氧基团包括，但不限于甲氧基、乙氧基、n-丙氧基、异丙氧基、n-丁氧基、异丁氧基、仲-丁氧基、叔-丁氧基、n-戊氧基、异戊氧基、n-己氧基或类似基团。
这里所用术语“ C2-C6链烯氧基”指直链或支链链烯氧基包括，但不限于烯丙氧基、异丙丙烯氧基、2-丁烯氧基或类似基团。
这里所用术语“C2-C6炔氧基”指直链或支链炔氧基包括，但不限于如2-丙炔氧基、2-丁炔氧基、3-丁炔氧基或类似基团。
提及“ C3-C6环烷氧基”例如环丙氧基、环戊氧基、环己氧基或类似基团。
这里所用术语“C1-C4卤烷氧基”指卤取代直链或支链烷氧基包括，但不限于氟甲氧基、二氟甲氧基、三氟甲氧基、五氟乙氧基或类似基团。
提到的“芳氧基”例如苯氧基、1-萘氧基、2-萘氧基或类似基团。
提到的“杂芳氧基”例如2-吡啶氧基、3-吡啶氧基、4-吡啶氧基、2-呋喃氧基、3-呋喃氧基、2-噻吩氧基、3-噻吩氧基或类似基团。
这里所用“芳烷氧基”指芳基取代直链或支链C1-C3烷氧基包括，但不限于苄氧基、苯乙氧基或类似基团。
这里所用术语“C1-C6烷硫基”指直链或支链烷硫基包括，但不限于甲硫基、乙硫基、n-丙硫基、异丙硫基、n-丁硫基、异丁硫基、仲-丁硫基、叔-丁硫基、n-己硫基或类似基团。
这里所用术语“C1-C6烷亚磺酰基”指直链或支链烷基亚磺酰基包括，但不限于甲亚磺酰基、乙亚磺酰基、n-丙亚磺酰基、异丙亚磺酰基、n-丁亚磺酰基、异丁亚磺酰基、仲-丁亚磺酰基、叔-丁亚磺酰基、n-己亚磺酰基、或类似基团。
这里所用术语“C1-C6烷磺酰基指直链或支链烷基磺酰基包括，但不限于甲磺酰基、乙磺酰基、n-丙磺酰基、异丙磺酰基、n-丁磺酰基、异丁磺酰基、仲-丁磺酰基、叔-丁磺酰基、n-己磺酰基或类似基团。
这里所用术语“C1-C4卤烷硫基”指卤取代直链或支链烷硫基包括，但不限于氟甲硫基、二氟甲硫基、三氟甲硫基、五氟乙硫基或类似基团。
提到的“芳硫基”例如苯硫基、1-萘硫基、2-萘硫基或类似基团。
提到的“杂芳硫基”，例如2-吡啶硫基、3-吡啶硫基、4-吡啶硫基、2-呋喃硫基、3-呋喃硫基、2-噻吩硫基、3-噻吩硫基或类似基团。
提到的“芳亚磺酰基”例如苯亚磺酰基、1-萘亚磺酰基、2-萘亚磺酰基、或类似基团。
提到的“芳磺酰基”是苯磺酰基、1-萘磺酰基、2-萘磺酰基或类似基团。
这里所用术语“C1-C6烷氨基”指直链或支链烷基氨基包括，如甲氨基、乙氨基、n-丙氨基、异丙氨基、n-丁氨基、异丁氨基、仲-丁氨基、叔-丁氨基、n-己氨基或类似基团。
提到的“C1-C6二烷氨基”例如二甲氨基、二乙氨基、二丙氨基、二丁氨基或类似基团。
这里所用术语“C1-C6烷羰基”指直链或支链烷羰基包括，例如乙酰基、丙酰基、丁酰基、异丁酰基或类似基团。
提到的“芳羰基”例如苯甲酰基、1-萘羰基、2-萘羰基或类似基团。
提到的“杂芳羰基”例如2-吡啶羰基、3-吡啶羰基、4-吡啶羰基、2-呋喃羰基、3-呋喃羰基、2-噻吩羰基、3-噻吩羰基或类似基团。
这里所用的术语“C1-C6烷氧羰基”指直链或支链烷氧羰基包括，例如甲氧羰基、乙氧羰基、n-丙氧羰基、异丙氧羰基、n-丁氧羰基、异丁氧羰基、仲-丁氧羰基、叔-丁氧羰基、n-戊氧羰基、n-己氧羰基或类似基团。
根据本发明，式(1)代表的化合物由于分子中存在一个或多个手性中心，可以有旋光异构体，本发明涉及全部非对映异构体，对映异构体，及其混合物。
根据本发明，通式(1)代表的优选化合物是那些化合物，其中
R1代表氢原子或甲基，
R2代表氢原子、甲基、或乙基，
R3代表甲基、乙基或n-丙基，
R4代表甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲-丁基、叔-丁基、环丙基、环戊基或二氯甲基，
Q代表氰基、甲氧基羰基、乙氧基羰基、n-丙氧基羰基、异丙氧基羰基、n-丁氧基羰基、仲-丁氧基羰基或氨基甲酰基，
X代表氟原子、氯原子、溴原子、碘原子、甲基、乙基、异丙基、异丁基、仲-丁基、叔-丁基、环戊基、环己基、三氟甲基、甲氧基、乙氧基、n-丙氧基、异丙氧基、二氟甲氧基、三氟甲氧基、苯氧基、甲硫基、乙硫基、异丙硫基、二甲氨基、二乙氨基、硝基、氰基、苯基、乙酰基、苯甲酰基，
Y和Z各自代表氢原子或氟原子及
n-代表1-3整数。
其次，根据本发明，式(I)代表的化合物实例列在表1-24中，然而，本发明不限于这些化合物，表中所给的化合物号在后面描述中将会提到。
在表中，“Me”指甲基，
“Et”指乙基，
“Pr-n”指n-丙基，
“Pr-i”指异丙基，
“Bu-n”指n-丁基，
“Bu-i”指异丁基，
“Bu-s”指仲-丁基，
“Bu-t”指叔-丁基，
“Pr-Cyc”指环丙基，
“Pen-Cyc”指戊基
“Ph”指苯基，
“4-Oph(2-Cl)”指4-(2-氯苯基)氧基，
“4-O(2-Py)”指4-(2-吡啶基)氧基，
“4-O(5-CF3，2-Py)”指4-(5-三氟甲基-2-吡啶基)氧基，
“4-O(3Py)”指4-(3-吡啶基)氧基，
“4-O(4Py)”指4-(4-吡啶基)氧基，
“4-Sph(2-Cl)”指4-(2-氯苯基)硫基，
“4-S(O)Ph(2-Cl)”指4-(2-氯苯基)亚磺酰基，
“4-SO2Ph(2-Cl)”指4-(2-氯苯基)磺酰基，
“4-S(2-Py)”指4-(2-吡啶基)硫基，
“4-Ph(4-CF3)”指4-(4-三氟甲基苯基)基，
“4-(2-Py)”指4-(2-吡啶基)基，
“4-(2-Fur)”指4-(2-呋喃基)基，
“4-(2-Thi)”指4-(2-噻吩基)基，
“4-COPh(2-Me)”指4-(2-甲基苯甲酰基)基，
“4-CO(3-Py)”指4-(3-吡啶基)羰基，
“4-CO(2-Fur)”指4-(2-呋喃基)羰基，
“4-CO(2-Thi)”指4-(2-噻吩基)羰基，
“4-CH2Ph(3-Cl)”指4-(3-氯苄基)基及
“4-(1-Pyrr)”指4-(1-吡咯基)基，
表1
Figure C9619592800141
 化合物     Xn   R3     R4 熔点(℃)
A-1A-2A-3A-4A-5A-6A-7A-8A-9A-10A-11A-12A-13A-14A-15A-16A-17A-18A-19A-20A-21A-22A-23A-24A-25A-26 3-F3-Cl3-Br3-Me3-OMe3-CF33-CN3-NO23-OPh4-F4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Br4-Br4-Br4-Br    MeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeEtEtEtMeMeMeMe   Pr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iMeEtPr-nPr-cycPr-iCHCl2Bu-iBu-sBu-tEtPr-nPr-iPr-iBu-iBu-sBu-t 115-116104-105125-126104-105136-137100-101122-123165-167151-152125-127125-126164-165
表2
 化合物 Xn R3 R4 熔点(℃)
A-27A-28A-29A-30A-31A-32A-33A-34A-35A-36A-37A-38A-39A-40A-41A-42A-43A-44A-45A-46A-47A-48A-49A-50A-51A-52A-53A-54A-55A-56 4-Br4-Br4-Br4-I3.4-Cl23.5-Cl24-Me4-Et4-Pr-i4-Bu-i4-C≡CMe4-CH＝CHMe4-Bu-t4-Bu-t4-Bu-t4-Pen-cyc4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF3     MeEtEtMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeEtEtEtMeMeMeMeMeMeMeMeMe CHCl2EtPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPen-cycCF3Pr-iBu-iBu-sCH2OMeEtPr-nPr-i-CH2CH＝CH2EtPr-nPr-cycPr-iCHCl2Bu-iBu-sBu-t 125-126139-140100-101104-10570-7197-98104-10594-96166-167
表3
 化合物   Xn  R3    R4 熔点(℃)
  A-57A-58A-59A-60A-61A-62A-63A-64A-65A-66A-67A-68A-69A-70A-71A-72A-73A-74A-75A-76A-77A-78A-79A-80A-81A-82A-83A-84A-85A-86  4-CF34-CF34-CF34-OH4-OMe4-OEt4-OPr-i4-OBu-n4-OCH2CH＝CH24-OCH2C≡CH4-OPen-cyc4-OCF34-OCF34-OCF34-OCF34-OCF34-OCF33.4-(OMe)23.4.5-(OMe)34-OPh4-O(2-Py)4-O(5-CF3.2-Py)4-O(3-Py)4-O(4-Py)4-SMe4-SO2Me4-SPh4-SO2Ph4-NH24-N(Me)2  EtEtMeMeMeMeMeMeMeMeMeMeMeMeMeMeEtMeMeMeMeMeMeMeMeMeMeMeMeMe   EtPr-nPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iBu-iBu-sBu-tCF3EtPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-i  100-102152-153107-10896-9776-7798-9985-86152-15489-9082-83139-141132-133122-123116-118147-148
表4
化合物     Xn  R3  R4 熔点(℃)
 A-87A-88A-89A-90A-91A-92A-93A-94A-95A-96A-97A-98A-99A-100A-101A-102A-103A-104A-105A-106A-107A-108A-109A-110A-111A-112A-113A-114A-115A-116A-117 4-Ph4-S(2-Py)4-S(4-Py)4-Ph4-Ph4-Ph4-Ph(4-CF3)4-Ph(2-CN)4-Ph(3-NO2)4-Ph(4-Cl)4-Ph(4-Me)4-Ph(4-OMe)4-(2-Py)4-(3-Py)4-(4-Py)4-(2-Fur)4-(2-Thi)4-CN4-NO24-COMe4-COPh4-COPh(2-Me)4-COPh(3-OMe)4-COPh(4-Cl)4-CO(2-Fur)4-CO(2-Thi)4-CO(3-Py)4-CO2Me4-CH2Ph4-CH2CH2Ph4-I     MeMeMeMeMeEtMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMe Pr-iPr-iPr-iBu-sBu-tEtPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iBu-t 151-152169-170126-127135-136106-108170-172
表5
Figure C9619592800181
化合物   Xn  R3   R4  R5 熔点(℃)
  B-1B-2B-3B-4B-5B-6B-7B-8B-9B-10B-11B-12B-13B-14B-15B-16B-17B-18B-19B-20B-21B-22B-23B-24B-25B-26  3-Cl3-Me3-OMe3-CF33-NO24-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl  MeMeMeMeMeMeMeMeMeMeMeMeMeMeMeEtEtEtEtEtEtEtEtEtEtMe  Pr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iEtEtEtEtEtEtEtEtEtEtBu-t  OMeOMeOMeOMeOMeOMeOEtOPr-iOCH2PhOCH2CH＝CH2OCH2C≡CHOPhNH2N(Me)2MeOMeOEtOPr-iOCH2PhOCH2CH＝CH2OCH2C≡CHOPhNH2N(Me)2MeOMe 142-143107-109111-112203-204
表6
化合物   Xn  R3   R4   R5 熔点(℃)
 B-27B-28B-29B-30B-31B-32B-33B-34B-35B-36B-37B-38B-39B-40B-41B-42B-43B-44B-4SB-46B-47B-48B-49B-50B-51B-52B-53B-54B-55B-56  4-Cl4-I4-I4-I4-I4-I4-I4-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF3  MeMeMeMeEtEtMeMeMeMeMeMeMeMeMeMeMeEtEtEtEtCH2ClPr-nEtEtMeMeMeMeMe  Bu-tPr-iPr-iPr-iEtEtBu-tPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iEtEtEtEtCH2ClPr-nEtEtBu-tBu-tBu-tBu-tBu-t  OEtOMeOEtNH2OMeOPr-iOMeOMeOEtOPr-iOCH2PhOCH2CH＝CH2OHOPen-cycNH2N(Me)2MeOMeOEtOPr-iOPen-cycOMeOMeNH2MeOMeOEtOPr-iOPen-cycOCH2CH＝CH2 154-15598-99122-123218-220
表7
化合物 Xn  R3  R4     R5 熔点(℃)
 B-57B-58B-59B-60B-61B-62B-63B-64B-65B-66B-67B-68B-69B-70B-71B-72B-73B-74B-75B-76B-77B-78B-79B-80B-81B-82B-83B-84B-85B-86  4-CF34-CF34-CF34-CF34-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Pr-i4-Pr-i4-Pr-i4-Pr-i4-Pr-i4-Pr-i4-Pr-i4-Pr-i4-Pr-i4-Br4-Br4-Br  MeMeMeMeMeMeMeMeMeMeMeMeMeMeEtEtEtEtEtEtEtEtMeMeMeMeMeMeMeMe  Bu-tBu-tBu-tBu-tPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iEtEtEtEtEtEtEtEtPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-i  OCH2C≡CHNH2NHOMePr-iOMeOEtOPr-iOCH2PhOCH2CH＝CH2OCH2C≡CHOPhNH2N(Me)2MeOMeOEtOPr-iNH2OMeOEtNH2N(Et)2OMeOEtOPr-iNH2MeOMeOEtOPr-i
表8
化合物  Xn  R3   R4     R5 熔点(℃)
 B-87B-88B-89B-90B-91B-92B-93B-94B-95B-96B-97B-98B-99B-100B-101B-102B-103B-104B-105B-106B-107B-108B-109B-110B-111B-112B-113B-114B-115B-116  4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-OMe4-OMe4-OMe4-OMe4-OMe4-Ph4-Ph4-Ph  MeMeMeMeMeMeMeEtEtEtEtEtEtEtEtMeMeMeMeMeMeMeMeMeMeEtEtMeMeMe  Pr-iPr-iPr-iPr-iPr-iPr-iPr-iEtEtEtEtEtEtEtEtBu-tBu-tBu-tBu-tBu-tBu-tBu-tPr-iPr-iPr-iEtEtPr-iPr-iPr-i  OCH2PhOCH2CH＝CH2OCH2C≡CHOPhNH2N(Me)2MeOMeOEtOPr-iOPen-cycOCH2CH＝CH2NHPr-iNH2MeOMeOEtOPr-iOPen-cycNH2NHMeMeOMeOEtOPr-iOEtOPr-iOMeOEtOMe 153-154
表9
化合物   Xn  R3   R4     R5 熔点(℃)
 B-117B-118B-119B-120B-121B-122B-123B-124B-125B-126B-127B-128B-129B-130B-131B-132B-133B-134B-135B-136B-137B-138B-139B-140B-141B-142B-143B-144B-145B-146  4-Ph4-Ph4-Ph4-Ph4-Ph4-Ph4-Ph4-Ph4-Ph4-SPh4-S(O)Ph4-SO2Ph4-Ph4-Ph4-Ph4-Ph4-Ph4-Ph4-Ph4-OPr-i4-OPr-i4-OPr-i4-OPr-i4-OCF34-OCF34-OCF34-OCF34-SMe4-SMe4-SMe  MeMeMeMeMeMeMeEtEtEtEtEtEtEtMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMe  Pr-iPr-iPr-iPr-iPr-iPr-iPr-iEtEtEtEtEtEtEtBu-tBu-tBu-tBu-tBu-tPr-iPr-iPr-iPr-iBu-tPr-iPr-iPr-iPr-iPr-iPr-i  OEtOPr-iOCH2CH＝CH2OCH2C≡CHNH2NHMeMeOMeOEtOMeOMeOMeNH2Pr-iOMeOEtOPr-iOPen-cycOMeOMeOEtOPr-iOPen-cycOMeOMeOPen-cycNH2OMeOEtOPr-i 125-126
表10
Figure C9619592800231
化合物 Xn Y R3 R4    熔点(℃)或折射率(nD20)
 C-1C-2C-3C-4C-5C-6C-7C-8C-9C-10C-11C-12C-13C-14C-15C-16C-17C-18C-19C-20C-21C-22C-23C-24C-25C-26      -----------4-C14-Cl4-Cl3-F3-Cl3-Br3-Me3-Me3-OMr3-CF33-CF33-NO23-COPh3-COPh3-CH2Ph     HHHHClMeOMeCF3CNNO2MeFClClHHHHHHHHHHHH     MeMeMeEtMeMeMeMeEtEtEtMeMeEtMeMeMeMeMeMeMeMeMeMeMeMe  MePr-cycPr-iEtPr-iPr-iPr-iPr-iEtEtEtPr-iPr-iEtPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-i     132-13371-73108-110129-1301.51151.524271-7274-761.4660124-125117-1191.5550
表11
 化合物 Xn Y R3 R4     熔点(℃)或折射率(nD20)
 C-27C-28C-29C-30C-31C-32C-33C-34C-35C-36C-37C-38C-39C-40C-41C-42C-43C-44C-45C-46C-47C-48C-49C-50C-51C-52C-53C-54C-55C-56     4-F4-F4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-Br4-I4-I4-I     HHHHHHHHHHHHHHHHHHHHHHHHHHHHHH     MeMeMe  Pr-iPr-iMe     127-129124-127148-149123-1241.5318102-106125-126133-1341.5141122-124158-15977-7977-7977-7990-93130-131121-12387-89143-144150-15297-99116-118120-12295-98
-(CH2)4-
    MeMeMeMeMeMeMeMeMeMeEtEtEtEtMeMeMeMeMeMeMeMeEtMeMeMe  Pr-nPr-cycPr-iPr-iPr-iCF3Bu-sBu-iBu-tBu-tEtEtEtPr-iPr-nPen-cycPr-iPr-iPr-iBu-sBu-tBu-tEtPr-iPr-iPr-i
表12
化合物No. Xn Y R3 R4 熔点(℃)或折射率(nD20)
 C-57C-58C-59C-60C-61C-62C-63C-64C-65C-66C-67C-68C-69C-70C-71C-72C-73C-74C-75C-76C-77C-78C-79C-80C-81C-82C-83C-84C-85C-86     3.5-Cl24-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Et4-Et4-Pr-i4-Pr-i4-Bu-i4-Bu-i4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t     HHHHHHHHHHHHHHHHHHHHHHHHHHHHHH     Me-CH2CH＝CH2   Pr-i-CH2CH＝CH2 136-137102-10389-9094-97103-10599-103134-137122-123109-110109-111101-102110-11184-85136-137140-141
           -(CH2)4-
    MeMeMeMeMeMeMeMeEtEtEtMeMeMeMeMeMe   Pr-nPen-cycPr-iPr-iPr-iBu-sBu-tBu-tEtPr-nPr-iPr-iPr-iPr-iPr-iPr-iPr-i
           -(CH2)6-
    MeMeMeMeMeMeMeMeMe   EtPr-nPr-cycPr-iPr-iCF3Bu-sBu-iBu-t
表13
化合物 Xn Y R3 R4     熔点(℃)或折射率(nD20)
 C-87C-88C-89C-90C-91C-92C-93C-94C-95C-96C-97C-98C-99C-100C-101C-102C-103C-104C-105C-106C-107C-108C-109C-110C-111C-112C-113C-114C-115C-116     4-Et4-Et4-Et4-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CH2Ph4-OH4-OMe4-OMe4-OEt4-OEt4-OPr-i4-OPr-i4-OPr-i4-OPr-i4-OCHF24-OCHF24-OCHF2     HHHHHHHHHHHHHHHHHHHHHHHHHHHHHH     EtMeMe  EtBu-tBu-t     70-72101-103102-10392-94114-117121-124126-127120-121163-16487-88100-103106-107108-10999-10093-94112-113111-112128-12974-8098-1021.4959
       -(CH2)5-
    MeMeMeMeMeMeMeMeMeMeEtEtEtMeMeMeMeMeMeMe  EtPr-cycPr-cycPr-iPr-iCHCl2Bu-sBu-iBu-tBu-tEtPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-n
       -(CH2)5-
    MeMeMeMeEt  Pr-iPr-iPr-iPr-iEt
表14
化合物 Xn Y R3 R4     熔点(℃)或折射率(nD20)
 C-117C-118C-119C-120C-121C-122C-123C-124C-125C-126C-127C-128C-129C-130C-131C-132C-133C-134C-135C-136C-137C-138C-139C-140C-141C-142C-143C-144C-145C-146  4-OCH2CF34-OCH2CF34-OPr-i4-OPr-n4-OPen-cyc4-OCF34-OCF34-OCF34-OCF34-OCF33.4-(OMe)23.4.5-(OMe)34-OPh4-OPh4-SMe4-S(O)Me4-SPr-i4-SPh4-SO2Me4-SO2Ph4-NH24-N(Me)24-NHPr-i4-Ph4-Ph4-Ph4-Ph4-Ph4-OPh(2-Cl)4-CH2Ph(3-Cl)  HHHHHHHHHHHHHHHHHHHHHHHHHHHHHH  MeMeEtMeMeMeMeMeEtMeMeMeMeMeMeMeEtMeMeMeMeMeMeMeMeEtMeMeMeMe  Pr-iPr-iEtPr-iPr-iPr-iPr-iCF3EtBu-tPr-iPr-iPr-iPr-iPr-iBu-tEtPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iEtBu-sBu-tPr-iPr-i     68-7098-10190-93105-107108-11097-98122-1241.4776120-122129-13190-931.5364142-143149-150
表15
化合物 Xn Y R3 R4    熔点(℃)或折射率(nD20)
 C-147C-148C-149C-150C-151C-152C-153C-154C-155C-156C-157C-158C-159C-160C-161C-162C-163C-164C-165C-166C-167C-168C-169C-170C-171C-172C-173C-174C-175C-176 4-Ph(4-Cl)4-Ph(2-Me)4-OPh(3-Me)4-CH2Ph(4-Me)4-CH2Ph(2-OMe)4-Ph(3-OMe)4-OPh(4-OMe)4-(2-Py)4-(3-Py)4-(4-Py)4-CN4-CN4-NO24-COMe4-COPh4-COPh4-COPh(3-Me)4-COPh(4-Cl)4-CO(2-Thi)4-CO(2-Thi)4-CO2Me4-CO2Pr-i3.4-Cl23.4-Cl23.4-Cl23.4-Cl23.4-Cl23-Cl.4-OMe3-Cl.4-OMe3-Cl.4-OMe  HHHHHHHHHHHHHHHHHHHHHHHHHHHHHH  MeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeEtMeMeMe  Pr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iBu-tBu-tEtPr-iPr-iPr-i 148-149124-125121-123105-108154-157144-146115-117100-102171-173134-136157-15861-631.5260125-12788-90
表16
化合物 Xn Y R3 R4    熔点(℃)或折射率(nD20)
 C-177C-178C-179C-180C-181C-182C-183C-184C-185C-186C-187C-188C-189C-190C-191C-192C-193C-194C-195C-196C-197C-198C-199C-200C-201C-202 3.4-(Me)23.4-(Me)23.4-(Me)23.4-(Me)24-C≡CMe4-C≡CMe4-CH＝CH24-SMe4-SMe4-SMe4-I4-I4-I4-I4-I4-OCF34-(I-Pyrr)4-(1-Pyrr)4-(1-Pyrr)4-Cl4-Cl4-Cl4-Cl4-OMe4-OMe4-OMe  HHHHHHHHHHHHHHHHHHHHHHHHHH  MeMeMeMeMeMeMeMeMeEtMeMeMeMeEtMeMeMeMeMeMeMeMeMeMeMe  Pr-iPr-iBu-tBu-tPr-iPr-iPr-iBu-tBu-tEtBu-tBu-tPr-cycPr-cycEtBu-tPr-iPr-iPr-iPr-iPr-iPr-iPr-iBu-tBu-tBu-t   100-101128-13067-69100-101106-10878-8091-94108-11077-78129-130132-133118-120142-144105-108116-119119-120156-158123-125102-104120-121107-109121-1221.521988-9067-68
表17
Figure C9619592800301
化合物   Xn  Y  R3  R4   R5 熔点(℃)
 D-1D-2D-3D-4D-5D-6D-7D-8D-9D-10D-11D-12D-13D-14D-15D-16D-17D-18D-19D-20D-21D-22D-23D-24D-25D-26   ------4-Cl4-Cl3-Me3-Me3-Me3-Me3-Cl3-Cl3-Cl3-Cl3-NO24-F4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl  HHHHFClFClHHHHHHHHHHHHHHHHHH  MeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMe  Pr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-i  OMeOEtOPr-iNH2OMeOMeOMeOMeOMeOEtOPr-iNH2OMeOEtOPr-iNH2OMeOMeOMeOEtOPr-iOCH2PhOCH2CH＝CH2OCH2C≡CHMeNH2 120-123115-118124-126136-137
表18
化合物   Xn  Y  R3  R4     R5 熔点(℃)
 D-27D-28D-29D-30D-31D-32D-33D-34D-35D-36D-37D-38D-39D-40D-41D-42D-43D-44D-45D-46D-47D-48D-49D-50D-51D-52D-53D-54D-55D-56  4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Br4-Br4-Br4-Br4-Br4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me  HHHHHHHHHHHHHHHHHHHHHClHHHHHHHH  MeEtEtEtEtEtEtMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeEtEtEtEt  Pr-iEtEtEtEtEtEtBu-tBu-tBu-tBu-tBu-tPr-iPr-iPr-iPr-iBu-sPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iEtEtEtEt  N(Me)2OMeOEtOPr-iMeNH2N(Me)2OMeOEtOPr-iMeNH2OMeOEtOEtNH2OMeOMeOEtOPr-iOCH2PhOHeOPen-cycMeNH2N(Me)2OMeOEtOPr-iMe 98-9985-87116-118122-123124-12692-94140-142132-13476-77140-146
表19
化合物 Xn Y R3 R4 R5   熔点(℃)
 D-57D-58D-59D-60D-61D-62D-63D-64D-65D-66D-67D-68D-69D-70D-71D-72D-73D-74D-75D-76D-77D-78D-79D-80D-81D-82D-83D-84D-85D-86  4-Me4-Me4-Br4-Br4-Br4-Br4-Et4-Et4-Et4-Pr-i4-Pr-i4-Pr-i4-Pr-i4-Pr-i4-Pr-i4-Pr-i4-I4-I4-I4-I4-I4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t  HHHHHHHHHHHHHHHHHHHHHHHHHHHHHH  EtEtMeEtEtEtMeMeMeMeMeMeEtEtEtEtMeMeMeMeEtMeMeMeMeMeMeMeEtEt  EtEtBu-tEtEtEtPr-iPr-iPr-iPr-iPr-iPr-iEtEtEtEtPr-iPr-iPr-iBu-tEtPr-iPr-iPr-iPr-iPr-iPr-iPr-iEtEt  NH2N(Pr-n)2OMeOMeOEtOPr-iOMeOMeOMeOMePr-iNH2OMeOEtOPr-iNH2OMeOEtOPr-iOMeOMeOMeOEtOPr-iOCH2CH＝CH2MeNH2N(Me)2OMeOPr-i 127-12882-83101-10296-98121-124132-134
表20
化合物 Xn Y R3 R4 R5   熔点(℃)
D-87D-88D-89D-90D-91D-92D-93D-94D-95D-96D-97D-98D-99D-100D-102D-102D-103D-104D-105D-106D-107D-108D-109D-110D-111D-112D-113D-114D-115D-116 4-Bu-t4-Bu-t4-CH＝CHMe4-C≡CMe4-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-CF34-OMe4-OMe4-OMe4-OMe4-OMe4-OMe HHHHHHHHHHHHHHHHHHHHHHHHHHHHHH EtEtMeMeMeMeMeMeMeMeMeMeMeEtEtEtEtMeMeEtMrMeMeMeMeMeMeMeEtEt EtEtPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iEtEtEtEtPr-iPr-iEtBu-tBu-tBu-tBu-tPr-iPr-iPr-iPr-iEtEt MeNH2OMeOMeOMeOMeOEtOPr-iOCH2CH＝CH2OCH2C≡CHMeNH2N(Me)2OMeOEtOPr-iOCH2PhOHNHMeN(Me)2OMeOEtMeNH2OMeOEtOPr-iN2OMeOEt 128-129159-16089-91187-190136-139150-152
表21
化合物 Xn Y R3 R4 R5    熔点(℃)
 D-117D-118D-119D-120D-121D-122D-123D-124D-125D-126D-127D-128D-129D-130D-131D-132D-133D-134D-135D-136D-137D-138D-139D-140D-141D-142D-143D-144D-145 4-OMe4-OMe4-OCF34-OCF34-OPr-i4-OPr-i4-OPr-i4-OPr-i4-OPr-i4-OCF34-OPr-i4-OPr-i4-OCHF24-OCHF24-Ph4-Ph4-Ph4-Ph4-SPh(2-Cl)4-S(O)Ph(2-Cl)4-SO2Ph(2-Cl)4-SPh(3-CF3)4-S(O)Ph(3-CF3)4-SO2Ph(3-CF3)4-SPh(4-Me)4-S(O)Ph(4-Me)4-SO2Ph(4-Me)4-NO24-SMe  HHHHHHHHHHHHHHHHHHHHHHHHHHHHH  EtEtMeMeMeMeMeMeEtEtEtEtMeMeMeMeMeMeEtEtEtMeMeMeMeMeMeEtMe     EtEtPr-iPr-iPr-iPr-iPr-iPr-iEtEtEtEtPr-iPr-iPr-iPr-iPr-iPr-iEtEtEtBu-tBu-tBu-tPr-iPr-iPr-iEtPr-i     OPr-iNH2OMeOMeOMeOEtOPr-iNH2OMeOMeOPr-iNH2OMeNH2OMeOEtOPr-iNH2OMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMe 95-96156-158
表22
化合物 Xn Y R3 R4 R5    熔点(℃)
 D-146D-147D-148D-149  3.4-Cl23.4-Cl23.4-Cl23.4-Cl2  HHHH    MeMeEtMe     Pr-iBu-tEtBu-t     OMeOMeOMeNH2
表23
化合物 Xn Y Z R1 R2 R3 R4 Q     熔点(℃)或折射率(nD20)
 E-1E-2E-3E-4E-5E-6E-7E-8E-9E-10E-11E-12E-13E-14E-15E-16E-17E-18E-19E-20E-21E-22E-23E-24E-25E-26    ---3-Me3-Me3-Me4-Cl4-Cl4-Cl4-CF34-CF34-CF34-Bu-t4-Bu-t4-Bu-t4-Ph4-Ph4-Me4-Cl4-Cl4-Cl4-CF34-CF3---  HHHHHHHHHHHHHHHHHHHHClHHHHH  HHHHHHHHHHHHHHHHHHHHHHHHHH     MeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeHHH     MeMeMeMeMeMeMeMeMeMeMeMeMeMeHeMeMeMeMeMeMeMeMeEtPr-cycPr-i     EtMeMeEtMeMeMeMeMeEtMeMeMeMeMeEtMeMeEtMeMeMeMeMeMeMe     EtPr-iBu-tEtPr-iBu-tMePr-iPr-cycEtPr-iBu-tEtPr-iBu-tEtPr-iPr-iEtPr-iPr-iPr-iBu-tPr-iPr-iPr-i CNCNCNCNCNCNCNCNCNCNCNCNCNCNCNCNCNCNCO2MeCO2MeCO2MeCO2MeCO2MeCNCNCN 105-10687-8993-94107-1081.5116
表24
化合物 Xn Y Z R1 R2 R3 R4 Q    熔点(℃)
 E-27E-28E-29E-30E-31E-32E-33E-34E-35E-36E-37E-38E-39E-40E-41E-42E-43E-44E-45E-46E-47E-48E-49E-50E-51E-52E-53E-54  3-Cl3-Cl3-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-Cl4-CF34-CF34-CF34-CF34-CF34-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Bu-t4-Me4-Me4-Me4-Me4-Me4-Cl4-Cl4-OMe  HHHHHHHHHHHHHHHHHHHHHHHHHFClH     HHHHHHHHHHHHHHHHHHHHHHHHHFClH     HHHHHHHHHHHHHHHHHHHHPr-nHHHHHHH  EtPr-cycPr-iEtEtPr-iPr-iPr-iCH2FEtEtEtPr-iCH2FEtEtPr-cycPr-iCH2FEtPr-nPr-cycPr-iCF3EtMeMeCHF2  MeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMeMe  Pr-iPr-iPr-iPr-iPr-iPr-iPr-cycMePr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-iPr-i  CNCNCNCNCNCNCNCNCNCO2MeCNCNCNCNCO2MeCNCNCNCNCO2MeCNCNCNCNCO2MeCNCNCN 120-122108-110141-144141-142143-145132-134109-111
化合物号C-42、C-43、C-196、C-197、C-198和C-199是旋光活性化合物，旋光角各为[α]D22＝
+32.7°(c＝0.5，CHCl3)，[α]D22＝-27.3°(c＝0.5，CHCl3)，[α]D22＝
+9.8°(c＝1.0，CHCl3)，[α]D22＝+23.4°(c＝1.0，CHCl3)，[α]D22＝
-8.4°(c＝1.0，CHCl3)，and[α]D22＝-19.9°(c＝1.0，CHCl3)。
化合物号.              C-16，C-17，C-18，C-21，C-24，C-27，C-34，C-
39，C-47，C-51，C-54，C-62，C-66，C-71，C-73，C-75，C-81，C-88，C-92，
C-94，C-99，C-102，C-106，C-108，C-112，C-114，C-117，C-122，C-129，
C-131，C-140，C-157，C-161，C-165，C169，C-171，C-174，C-177，C-
179，C-181，C-184，C-187，C-189，C-193，C-196，C-198，C-200，D-40，
D-63，D-91，D-119，E-30，和E-37         是A-构型非对映体。
化合物号.                    C-19，C-22，C-25，C-28，C-35，C-40，
C-48，C-52，C-55，C-63，C-67，C-72，C-74，C-76，C-82，C-89，C-93，C-
95，C-100，C-103，C-107，C-109，C-113，C-115，C-118，C-123，C-130，
C-141，C-158，C-162，C-166，C-170，C-172，C-175，C-178，C-180，C-
182，C-185，C-188，C-190，C-194，C-197 C-199，C-201，D-41，D-64，
D-92，D-120，E-31，和E-38是B-构型非对映体。此外，具有二个或多个不对称碳原子的其它化合物是非对映体混合物。
“A-构型非对映体”指通过用硅胶柱色谱，高效液相色谱或类似方法分离的低极性非对映体，而“B-构型非对映体”指用上面提到的同样方法分离的高极性非对映体。
根据例如以下制备方法可以合成式(1)代表的化合物：
制备方法1
Figure C9619592800381
(其中R1、R2、R3、R4、X、Y、Z、Q和n定义同上)。
本发明式(1)化合物的制备是通过用缩合剂，如果必要，在催化剂和/或碱存在下，把式(2)代表的苯基链烷酸衍生物和式(3)代表的胺反应而得。
本反应在溶剂中进行，溶剂是对反应不妨碍的任一溶剂，例如，烃类，如戊烷、己烷、庚烷、环己烷、石油醚、挥发油、苯、甲苯、二甲苯和类似物，卤代烃，如二氯甲烷、二氯乙烷、氯仿、四氯化碳、氯苯、二氯苯和类似物，醚类，如二乙醚、二异丙醚、乙二醇二甲醚、四氢呋喃、二噁烷和类似物，酮类，如丙酮、甲乙酮、甲基异丙基酮、甲基异丁基酮和类似物，酯类，如乙酸甲酯、乙酸乙酯和类似物，腈类，如乙腈、丙腈和类似物，非质子传递极性溶剂，如二甲亚砜、N，N-二甲基甲酰胺、环丁砜和类似物，及选自上述提到的结合溶剂的溶剂混合物。
提到的缩合剂是1-乙基-3-(3-二甲基氨基丙基)碳化二亚胺盐酸化物、N，N′-二环己基碳化二亚胺、碳酰二咪唑、2-氯-1，3-二甲基咪唑鎓氯化物或类似物。
提到的催化剂，如4-二甲基氨基吡啶、1-羟基苯并三唑、二甲基甲酰胺或类似物。
碱可以是这类型反应中常用的任意类型的碱，例如可以提到碱金属氢氧化物如氢氧化钠、氢氧化钾、及类似物，碱土金属氢氧化物，如氢氧化钙及类似物，碱金属碳酸盐类，如碳酸钠、碳酸钾及类似物，有机碱，如三乙胺、三甲胺、N，N-二甲苯胺、吡啶、N-甲基哌啶、1，5-二氮杂二环〔4，3，0〕壬-5-烯(DBN)、1，8-二氮杂二环〔5，4，0〕-十一碳-7-烯(DBU)和类似物，胺类如三乙胺、吡啶、N-甲基哌啶和类似物。
本反应温度-50℃至150℃，优选0℃至60℃，反应时间优选范围从1至30小时。
其次，每个起始原料的合成方法说明如下：
式(2)代表的化合物合成是例如用碱水解苯基丙二酸酯，加热该水解产品，并随后脱羧。这个制备方法揭示在有机化学杂志(OrganicChemistry)Vol 13，p.763(1948)；有机合成(Organic Syntheses)Vol 3，p.557，1955；日本专利申请第一次公开No.Sho 40-7414；和合成(Synthesis)，Vol 6，p.456，1982。
另外，根据Strecker方法，揭示在有机合成(Organic Syntheses)Vol.3，p.88，1955；药物化学杂志(Medicinal Chemistry)Vol.9，p.911，1966；或四面体(Thtrahedron Letters)Vol，17，p.1455，1977中，式(3)代表的化合物例如用酮、氰化钠和氯化铵合成。
制备方法2
Figure C9619592800401
(其中R1、R2、R3、R4、X、Y、Z、Q和n定义同上，L代表卤原子)。
根据本发明，式(1)代表的化合物制备是通过式(4)代表的苯基链烷酸酰卤和式(3)代表的胺反应。
本反应在溶剂中进行，溶剂是不损坏反应的任何一种溶剂，例如，烃类，如戊烷、己烷、庚烷、环己烷、石油醚、挥发油、苯、甲苯、二甲苯和类似物，卤代烃，如二氯甲烷、二氯乙烷、氯仿、四氯化碳、氯苯、二氯苯和类似物，醚类，如二乙醚、二异丙醚、乙二醇二甲醚、四氢呋喃、二噁烷和类似物，酮类，如丙酮、甲乙酮、甲基异丙基酮、甲基异丁基酮和类似物，酯类，如乙酸甲酯、乙酸乙酯和类似物，腈类，如乙腈、丙腈和类似物，非质子传递极性溶剂，如N，N-二甲基甲酰胺、环丁砜和类似物及选自上述提到的结合溶剂的溶剂混合物。
碱是在这个反应中常用的任意类型的碱，例如，可以提到的碱金属氢氧化物，如氢氧化钠、氢氧化钾和类似物，碱土金属氢氧化物，如氢氧化钙及类似物，碱金属碳酸盐，如碳酸钠、碳酸钾和类似物，有机碱，如三乙胺、三甲胺、N，N-二甲基苯胺、吡啶、N-甲基哌啶、1，5-二氮杂二环〔4，3，0〕壬-5-烯(DBN)、1，8-二氮杂二环〔5，4，0〕-十一碳-7-烯(DBU)和类似物，较优选是叔胺，如三乙胺、吡啶、N-甲基哌啶，或类似物。
本反应温度-50℃至150℃，优选0℃至60℃，反应时间优选范围1至30小时。
其次，本制备方法所用起始原料的制备方法将加以说明：
式(4)代表的苯链烷酸酰卤的制备是例如通过用上面提到的方法制得式(2)代表的苯链烷酸和卤化剂，如亚硫酰氯、五氯化磷、三溴化磷或类似物反应而得。
制备方法3
Figure C9619592800411
(其中R1、R2、R3、R4、X、Y、Z、Q和n定义同上，及R代表C1-C6烷基)。
根据本发明，式(1-2)代表化合物制备是通过根据本发明的式(1-1)代表化合物和式(5)代表用氯化氢饱和的醇类反应而得。
本反应在溶剂中进行，溶剂是不妨碍反应的任意溶剂，例如，醇类、如甲醇、乙醇、丙醇、异丙醇、丁醇和类似物，烃类，如戊烷、己烷、庚烷、环己烷、石油醚、挥发油、苯、甲苯、二甲苯和类似物，卤代烃，如二氯甲烷、二氯乙烷、氯仿、四氯化碳、氯苯、二氯苯和类似物，醚类，如二乙醚、二异丙醚、乙二醇二甲醚、四氢呋喃、二噁烷和类似物，及选自上述提到的结合溶剂的溶剂混合物。
本反应进行温度-50℃至150℃，优选0℃至120℃，反应时间优选范围1至20小时。
在下面，提供根据本发明化合物的制备实施例。制备实施例1
合成N-(1-氰基-1，2-二甲基丙基)-2-(4-联苯基)乙酰胺(化合物No.A-87)
室温把1.1g(5.7mmol)1-乙基-3-(3-二甲氨基丙基)碳化二亚胺盐酸化物加到含1.0g(4.5mmol)4-联苯乙酸溶于50ml二氯甲烷溶液中，并搅拌10分钟。接着滴加0.5g(4.7mmol)2-氨基-2，3-二甲基丁腈，同时在室温搅拌3小时。反应完成后，把水加到所得混合物中，用水洗涤二氯甲烷层，接着在无水硫酸镁上干燥，减压下从有机层中除去二氯甲烷，用硅胶柱色谱纯化残余物，得1.1g(收率76％)所要化合物，熔点151-152℃。制备实施例2
合成N-(1-氰基-1，2-二甲基丙基)-2-(4-溴苯基)丙酰胺(化合物Nos.C-47和C-48)
把0.9g(8.0mmol)2-氨基-2，3-二甲基丁腈和0.8g(7.9mmol)三乙胺溶于20ml四氢呋喃中。1.5g(6.0mmol)2-(4-溴苯基)丙酰氯加到该混合物中，于10℃搅拌，以滴状方式进行5分钟。滴加完毕后，反应混合物于室温搅拌5小时，浓缩反应混合物，接着加入水，用乙酸乙酯提取有机层，然后于无水硫酸镁上干燥，减压从有机层中除去乙酸乙酯、硅胶柱色谱纯化残余物，得0.45g(收率24％)的A-构型非对映体(低极性产品)熔点130-131℃和0.75g(收率40％)B-构型非对映体(高极性产品)，熔点121℃-123℃。制备实施例3
合成N-(1-氨基甲酰基-1-乙基丙基)-2-(4-氯苯基)丙酰胺(化合物No.D-32)
2.3g(18mmol)2-氨基-2-乙基丁酰胺和2.0g(20mmol)三乙胺悬浮在50ml四氢呋喃中，将含3.0g(15mmol)2-(4-氯苯基)丙酰氯的四氢呋喃溶液(10ml)于10分钟内滴加到室温搅拌的上述悬浮液中。滴完后，室温搅拌反应混合物3小时，浓缩反应混合物，接着加水，用氯仿提取有机层，于无水硫酸镁上干燥。减压从有机相中除去氯仿，用二异丙醚洗涤所得晶体，得4.2g(收率95％)所要产品，熔点116-118℃。制备实施例4
合成2-〔1-(4-氯苯基)乙基羰基氨基〕-2-乙基丁酸甲酯(化合物No.D-28)
把0.6g(2.0mmol)N-(1-氨基甲酰基-1-乙基丙基)-2-(4-氯苯基)丙酰胺溶于10ml氯化氢饱和的甲醇中。该溶液回流3小时，浓缩反应混合物，接着加水，用乙酸乙酯提取有机层，于无水硫酸镁上干燥，减压从有机层中除去乙酸乙酯，硅胶柱色谱纯化残余物，得0.5g(收率81％)所要产品，熔点98℃-99℃。制备实施例5
合成N-(1-氰基-1-环丙乙基)-2-(4-氯苯基)-2-甲基丙酰胺(化合物No.E-9)
0.25g(2.3mmol)2-氨基-2-环丙基丙酰腈和0.3g(3.0mmol)三乙胺溶于20ml四氢呋喃中。0.5g(2.3mmol)2-(4-氯苯基)-2-甲基丙酰氯滴加到混合物中，并在10℃搅拌，滴5分钟，滴完后，室温搅拌反应混合物3小时，浓缩反应混合物，接着加水，用乙酸乙酯提取有机层，在无水硫酸镁上干燥，减压从有机层除去乙酸乙酯，硅胶柱色谱纯化残余物，得0.5g(收率75％)所要产品，熔点93℃-94℃。制备实施例6
合成2-(4-三氟甲基苄基羰基氨基)-2，3-二甲基丁酸异丙酯(化合物No.B-36)
室温下把1.1g(5.7mmol)1-乙基-3-(3-二甲氨丙基)碳化二亚胺盐酸化物加到含1.0g(4.9mmol)4-三氟甲基苯乙酸溶于50ml二氯甲烷的溶液中，混合物搅拌10分钟。加入0.9g(5.2mmol)2-氨基-2，3-二甲丁酸异丙酯，室温搅拌全部混合物3小时。反应完成后，把水加入反应混合物中，用水洗涤二氯甲烷层，于无水硫酸镁上干燥，减压除去二氯甲烷，硅胶柱色谱纯化残余物，得1.4g(收率：80％)所要产品，熔点122℃-123℃。
根据本发明的农业或园艺杀菌剂包括式(1)代表的作活性成分的苯基烷烃酰胺衍生物。根据本发明化合物用于农业或园艺杀菌剂的情况中，作为活性成分的化合物根据发明的目的适当地进行配制。活性成分通常用惰性液体，或固体载体稀释，如果必要的话加入表面活性剂及类似物，用已知方式然后配制混合物为如细粉、可湿粉剂，乳油，颗粒或类似物。
制剂中所用适宜载体是固体载体，可以提到如滑石、膨润土、粘土、高岭土、硅藻土、白炭、蛭石、消石灰、含硅的砂、硫酸铵、尿素或类似物，及液体载体，如异丙醇、二甲苯、环己酮、甲基萘或类似物。作表面活性剂及分散剂提到的是二萘甲烷二磺酸盐、醇类硫酸盐(alcoholsulfates)、烷基芳基磺酸盐类。木质磺酸盐类、聚乙二醇醚类、聚氧乙烯烷基芳基醚、聚氧乙烯脱水山梨醇单烷基化物及类似物，提到的辅助剂是羟甲基纤维素及类似物，根据本发明配制的农业或园艺杀菌剂以适当稀释浓度喷洒或可以直接用。
根据本发明农业或园艺杀菌剂用于喷洒在茎和叶部分，用于土壤和浸在水中应用。根据需要选用活性成分比例。当制剂是细粉或颗粒时，优选0.1％重量至20％重量的活性成分，对于乳油或可湿粉剂优选5％重量至80％重量活性成分。
根据本发明的农业或园艺杀菌剂所用比率是变化的，取决于化合物种类，被控制害虫或疾病的类型，害虫或疾病存在特性，危害程度，环境条件，所用制剂形式和类似情况。当本发明农业或园艺杀菌剂直接使用细粉或颗粒时，建议所用活性成分比例适宜选用范围为每10公亩0.1g至5kg，优选范围10公亩1g至1Kg。另外，当本发明杀菌剂是液体形式，如乳油或可湿粉剂时，建议使用活性成分比例适当选用范围是0.1ppm至10,000ppm，优选范围10ppm至3,000ppm。
本发明农业或园艺杀菌剂用上面提到的制剂可以控制由致病真菌引起的植物疾病，致病菌如卵菌亚纲，子囊菌纲，半知菌纲和担子菌纲。
真菌的例子列在下面，但不限于此：Pyricularia如稻谷损害菌(Pyricularia Oryzae)，单丝壳属如黄瓜粉霉菌(Sphaerothecafuliginea)，黑星菌属如苹果疥癣菌(Venturia inaequalis)，Gibberella如“Bakanae”病菌(Gibberella fujikuroi)，葡萄孢属如黄瓜灰霉菌(Botrytis cinerea)，交链孢属如中国芥子乌黑色斑点菌(Alternariabrassicicoca)，丝核菌属如稻壳枯娄病菌(Rhizoctonia solani)，双孢锈菌属如锈斑菌(puccinia recondita)，Pseudoperonospora如黄瓜茸牛状霉菌(Pseudoperonospora cubensis)。
另外，根据本发明的化合物可以单独用或与其它杀菌剂、杀虫剂、除草剂、植物生长改良剂、肥料或类似物结合使用。参考下面制剂实施例来说明有代表性的制剂，其中全部“％”代表重量百分比。
制剂实施例1：细粉
2％化合物No.A-4，5％硅藻土和93％粘土均匀混合，并磨成细分。
制剂实施例2：可湿粉剂
50％化合物No.B-6，45％硅藻土，2％二萘甲烷二磺酸钠和3％木质磺酸钠均匀混合并磨成可湿粉剂。
制剂实施例3：乳油
30％化合物No.C-29，20％环己酮，11％聚氧乙烯烷芳基醚，4％烷基苯磺酸钙和35％甲萘均匀溶解，得乳油。
制剂实施例4：颗粒剂
5％化合物No.B-34，2％十二烷基醇硫酸钠盐，5％木质磺酸钠，2％羟甲基纤维素和86％粘土混合和研磨，20份重量水加到100份重量研磨混合物中，捏和所得混合物，并通过挤压研磨机方式形成颗粒14目至32目，干燥成所要颗粒。
下面，本发明农业或园艺杀菌剂的效应将引证试验实施例加以说明。在试验实施例中，在日本专利申请，第一次公开No.Hei b-220004中所揭示的化合物用作参照化合物。
试验实施例1
用于稻谷损害的预防效应的试验(Pyricularia Oryzae)
稻谷种(种类Aichi Asahi)播种在直径7cm的瓷盆中，比率是每个盆接近15粒，让种子发芽，并在温室中生长3-4周，根据制剂实施例2制得的可湿粉剂用水稀释至浓度500ppm活性成分，接着，把所得的含水制剂喷洒在四叶期稻谷幼苗上，比率每盆10ml。在空气中干燥后，将稻谷损害真菌(Pyricularia Oryzae)的分生孢子悬浮液接种在幼苗上，并立即放到潮湿室内25℃，24小时，接着放入温室中，在接种后的第五天，数第四叶片上损坏数。根据式1计算控制活性：根据表25所示的评估标准所得的评估结果，列在表26-28中。式1
Figure C9619592800451
表25
评估                     控制活性
 A                 100％
 B                 80％或多于80％和小于100％
 C                 50％或多于50％和小于80％
 D                 小于50％表26化合物No.  评估    化合物No.    评估
A-2         A        A-87        A
A-4         A        A-92        A
A-6         A        A-104       A
A-8         A        A-105       A
A-9         B        A-107       A
A-10        A        A-117       B
A-15        A        B-6         A
A-19        B        B-7         A
A-20        A        B-8         A
A-23        A        B-13        B
A-26        A        B-34        A
A-30        A        B-35        A
A-31        A        B-36        A
A-33        A        B-41        B
A-34        A        B-116       A
A-35        A        B-140       A
A-41        A        C-1         B
A-52        A        C-2         B
A-54        A        C-3         A
A-56        A        C-13        A
A-57        A        C-16        A
A-60        A        C-17        A
A-61        A        C-18        A
A-62        A        C-19        A
A-63        A        C-21        B
A-64        A        C-22        B
A-68        A        C-24        A
A-71        B        C-25        A
A-74        B        C-27        A
A-75        B        C-28        A
A-76        A        C-29        A
A-78        B        C-30        A
A-81        A        C-32        A
A-82        B        C-33        A
A-86        A        C-34        A表27化合物No.      评估     化合物No.    评估
C-35        A        C-106        A
C-38        A        C-107        B
C-39        A        C-108        A
C-40        A        C-109        A
C-41        A        C-112        A
C-42        A        C-113        B
C-43        A        C-120        A
C-47        A        C-121        A
C-48        A        C-122        A
C-49        A        C-123        A
C-51        A        C-125        A
C-52        A        C-129        A
C-53        A        C-130        A
C-54        A        C-131        A
C-55        A        C-137        A
C-56        A        C-140        A
C-62        A        C-141        B
C-63        A        C-157        A
C-64        A        C-158        A
C-71        A        C-159        A
C-72        A        C-161        A
C-73        A        C-162        A
C-74        A        C-165        A
C-75        A        C-166        A
C-76        B        C-169        A
C-81        A        C-170        B
C-82        A        C-171        A
C-87        A        C-172        A
C-88        A        C-173        A
C-89        B        C-174        A
C-94        A        C-175        A
C-95        A        C-176        A
C-99        A        C-177        A
C-100       A        C-178        A
C-101       A        C-179        A表28
化合物No.   评估    化合物No.    评估
C-180        B        D-63        B
C-181        A        D-64        A
C-182        A        D-65        B
C-184        B        D-73        A
C-185        B        D-76        B
C-186        B        D-91        A
C-187        A        D-92        A
C-188        B        D-99        B
C-189        A        D-104       B
C-190        A        D-105       B
C-191        A        D-119       A
C-192        B        D-120       B
C-193        B        E-7         B
C-194        B        E-8         B
C-195        B        E-9         A
C-196        A        E-11        B
C-197        A        E-18        A
C-198        A        E-32        B
C-199        A        E-33        A
C-200        B        E-34        A
C-201        B        E-37        B
C-202        B        E-38        B
D-19         A
D-20         A
D-21         A
D-26         A
D-28         A
D-29         A
D-32         A
D-34         B
D-39         A
D-40         A
D-41         A
D-42         A
D-59         B试验实施例2
用于稻谷损害的灌溉水中应用效应的试验(Pyricularia Oryzae)
把2叶阶段的稻谷幼苗(种类：Aichi AsAhi)移种到四个直径为9cm的白瓷盆内，比率是每盆种3个幼苗，让幼苗发芽，并生长在温室中。当幼苗长到三叶阶段，根据制剂实施例4所制得的颗粒应用于盆的灌溉水中，其活性成分的浓度是每10公亩300g。当第四叶片完全展开时，用稻谷损害真菌(pyricularia oryzae)的孢子悬浮液接种到幼苗上，并立即移到潮湿室25℃，24小时，接着转到温室，以诱发病的袭击。在接种后的第五天，数第四个叶上损坏数。根据表25所示评估标准所得的评估结果列在表29中。表29
化合物No.    评估     化合物No.    评估
  A-4         A        C-170        A
  A-6         A        C-171        A
  A-15        A        C-172        A
  A-19        A        C-176        A
  A-20        A        C-177        A
  A-23        A        C-178        A
  A-26        B        C-187        A
  A-41        A        C-189        B
  A-52        A        C-192        B
  A-54        A        C-196        A
  A-56        A        C-197        B
  A-71        A        C-198        B
  A-76        A        C-199        B
  A-117       B        C-95         B
  B-6         A        D-76         B
  B-13        A        E-7          A
  B-34        A        E-18         A
  C-1         A        参照化合物   D
  C-2         A
  C-3         A
  C-13        A
  C-16        B
  C-17        B
  C-21        B
  C-29        A
  C-33        A
  C-39        A
  C-40        A
  C-41        A
  C-49        A
  C-56        A
  C-62        A
  C-64        A
  C-94        A
  C-169       A试验实施例3
用于疥癣(Venturia inaequalis)预防效应的试验
把苹果种子(种类：Jonathan)播种到直径5.5em塑料盆中，比率是每个盆种4粒，根据制剂实施例2制备的可湿粉剂用水稀释至浓度为50ppm活性成分，接着，把所得含水制剂喷洒到第四个真叶完全发芽的苹果幼苗上，每盆喷洒比率是20ml，在空气中干燥后，用苹果芥癣菌(Venturia inaequalis)的孢子悬浮液来接种幼苗，立即放在潮湿室内20℃，48小时，接着转到温室。接种后的第十四天，调查叶上的传染面积。根据表30所示评估标准来评估落叶的指数，用落叶的指数和传染叶的数目，根据式2计算受害度，并根据式3计算控制活性。根据表25所示的评估标准来评估所得控制活性，结果列于表31。表30
落叶指数             传染面积
0                    不损害
1                    小于5％
2                    5％或多于5％和小于33.3％
3                    33.3％或多于33％和小于66.6％
4                    多于66.6％式(2)式(3)
Figure C9619592800522
表31
化合物  No.      评估
  A-20            A
  A-26            B
  A-62            A
  A-63            A
  A-64            A
  A-76            B
  A-104           A
  A-105           A
  A-117           B
  B-6             A
  C-18            A
  C-54            A
  C-55            A
  C-73            A
  C-75            A
  C-140           A
  C-141           A
  C-174           B
  C-175           B
  C-177           A
  C-178           A
  C-196           B
  C-198           B
  C-200           B
  C-201           B
  C-202           A
  D-76            A
  D-91            A
  D-92            A
  参照化合物      D

Claims (8)

1.式(1)代表的苯基烷烃酰胺衍生物：
Figure C9619592800021
其中，R1代表氢原子或C1-C6烷基，
R2代表氢原子、C1-C6烷基、C3-C6环烷基、或C1-C4卤烷基，
R3和R4各自代表C1-C6烷基、C2-C6链烯基、C3-C6环烷基、C2-C6烷氧烷基、或C1-C4卤烷基，或
R3和R4与它们连接的碳原子一起形成5-元至7-元(可被C1-C6烷基取代的)环烷基，
Q代表氰基或式-COR5基(其中R5代表羟基、C1-C6烷基、C1-C6烷氧基、C2-C6链烯氧基、C2-C6炔氧基、C3-C6环烷氧基、苯氧基、苄氧基、氨基、C1-C6烷氨基、或C1-C6二烷氨基)，
X代表卤原子、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C6环烷基、C1-C4卤烷基、羟基、C1-C6烷氧基、C2-C6链烯氧基、C2-C6炔氧基、C3-C6环烷氧基、C1-C4卤烷氧基、芳氧基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、杂芳氧基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、C1-C6烷硫基、C1-C6烷基亚磺酰基、C1-C6烷基磺酰基、C1-C4卤烷硫基、芳硫基(可以被被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基、卤原子取代)、杂芳硫基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、芳基亚磺酰基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)和芳基磺酰基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、氨基、C1-C6烷基氨基、C1-C6二烷氨基、硝基、氰基、或芳基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、杂芳基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、芳烷基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、C1-C6烷基羰基、芳羰基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、杂芳基羰基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、甲酰基，或C1-C6烷氧羰基，
Y和Z各自代表氢原子、C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子及
n代表0-3整数，
除R3和R4同时代表三氟甲基外，和
条件是当R1和R2同时都代表氢原子时，Y、Z都代表氢原子和n代表1-3整数。
2.权利要求1的苯基烷烃酰胺衍生物
其中R1代表氢原子或C1-C6烷基，
R2代表氢原子、C1-C6烷基、C3-C6环烷基、或C1-C4卤烷基，
R3和R4各自代表C1-C6烷基、C2-C6链烯基、C3-C6环烷基、或C1-C4卤烷基，或
R3和R4与它们连接的碳原子在一起形成5-元至7-元环的环烷基(可以被C1-C6烷基取代)，
Q代表氰基或式-COR5(其中R5代表羟基、C1-C6烷基、C1-C6烷氧基、C2-C6链烯氧基、C2-C6炔氧基、C3-C6环烷氧基、苯氧基、苄氧基、氨基、C1-C6烷氨基、或C1-C6二烷氨基)，
X代表卤原子，C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C6环烷基、C1-C4卤烷基、羟基、C1-C6烷氧基、C2-C6链烯氧基、C2-C6炔氧基、C3-C6环烷氧基、C1-C4卤烷氧基、C1-C4卤烷硫基，芳氧基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、杂芳氧基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、C1-C6烷硫基、C1-C6烷氨基、C1-C6二烷氨基、硝基、氰基、芳基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基、卤原子取代)、杂芳基、芳烷基、C1-C6烷羰基、甲酰基、芳羰基、杂芳羰基或C1-C6烷氧羰基，
Y和Z各自代表氢原子、C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子及
n代表0-3整数，
除R3和R4同时代表三氟甲基外，和
条件是当R1和R2同时都代表氢原子时，Y和Z都代表氢原子和n代表1-3整数。
3.权利要求1苯基烷烃酰胺衍生物
其中R1代表氢原子或C1-C6烷基，
R2代表氢原子、C1-C6烷基，
R3和R4各自代表C1-C6烷基、C2-C6链烯基、C3-C6环烷基、或C1-C4卤烷基，或
R3和R4与它们连接的碳原子在一起形成5-元至7-元环的环烷基，
Q代表氰基或式-COR5(其中R5代表羟基、C1-C6烷氧基、氨基、C1-C6烷氨基或C1-C6二烷氨基)，
X代表卤原子，C1-C6烷基、C2-C6炔基、C1-C4卤烷基、羟基、C1-C6烷氧基、C1-C4卤烷氧基、芳氧基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、杂芳氧基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基或卤原子取代)、C1-C6烷硫基、C1-C4卤烷硫基、C1-C6二烷氨基、硝基、氰基、或芳基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基、氰基、硝基、卤原子取代)、C1-C6烷羰基、芳羰基或杂芳羰基，
Y和Z各自代表氢原子或卤原子及
n代表0-3整数，
除R3和R4同时代表三氟甲基外，和
条件是当R1和R2同时都代表氢原子时，Y和Z代表氢原子及n代表1-3整数。
4.权利要求1苯基烷烃酰胺衍生物
其中R1代表氢原子，
R2代表氢原子或C1-C6烷基，
R3和R4各自代表C1-C6烷基、C2-C6链烯基、C3-C6环烷基、或C1-C4卤烷基，或
R3和R4与连接它们的碳原子一起形成5-元至7-元环的环烷基，
Q代表氰基或式-COR5(其中R5代表C1-C6烷氧基或氨基)，
X代表卤原子，C1-C6烷基、C2-C6炔基、C1-C4卤烷基、C1-C6烷氧基、C1-C4卤烷氧基、苯氧基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基或卤原子所取代)、C1-C6烷硫基、C1-C6二烷氨基、硝基、氰基、苯基(可以被C1-C6烷基、C1-C4卤烷基、C1-C6烷氧基，或卤原子取代)、C1-C6烷羰基、苯甲酰基，
Y和Z代表氢原子和
n代表1-3整数，
R3和R4同时代表三氟甲基除外。
5.权利要求1苯基烷烃酰胺衍生物
其中R1代表氢原子，
R2代表氢原子、C1-C6烷基，
R3和R4各自代表C1-C6烷基、C2-C6链烯基、C3-C6环烷基、或C1-C4卤烷基，或
R3和R4与连接它们的碳原子一起形成5-元至7-元环的环烷基，
Q代表氰基或式-COR5
(其中R6代表C1-C6烷氧基或氨基)，
X代表卤原子，C1-C6烷基、C2-C6炔基、C1-C4卤烷基、C1-C6烷氧基、C1-C4卤烷氧基、苯氧基、C1-C6烷硫基、C1-C6二烷氨基、硝基或苯基，
Y和Z代表氢原子，及
n代表1-3整数，
R3和R4同时代表三氟甲基除外。
6.一种农业或园艺杀菌剂，其特征在于含有作活性成分的权利要求1的苯基烷烃酰胺衍生物。
7.权利要求1的苯基烷烃酰胺衍生物的制备方法，包括式(2)代表的苯基链烷酸衍生物与式(3)代表的胺衍生物反应
Figure C9619592800061
其中R1、R2、X、Y、Z和n定义同权利要求1。
其中R3、R4和Q定义同权利要求1。
8.权利要求1的苯基烷烃酰胺衍生物的制备方法，包括式(4)代表的苯基链烷酸酰卤衍生物与式(3)代表的胺衍生物反应其中R1、R2、X、Y、Z和n定义同权利要求1和L代表卤原子。
Figure C9619592800064
其中R3、R4和Q定义同权利要求1。
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