KR950005827A - 신규 2- 아미노티아졸카르복사미드 유도체, 그의 제조방법 및 식물병원균 퇴치를 위한 그의 용도 - Google Patents
신규 2- 아미노티아졸카르복사미드 유도체, 그의 제조방법 및 식물병원균 퇴치를 위한 그의 용도 Download PDFInfo
- Publication number
- KR950005827A KR950005827A KR1019940019960A KR19940019960A KR950005827A KR 950005827 A KR950005827 A KR 950005827A KR 1019940019960 A KR1019940019960 A KR 1019940019960A KR 19940019960 A KR19940019960 A KR 19940019960A KR 950005827 A KR950005827 A KR 950005827A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- alkyl
- phenyl
- alkyl group
- substituted
- Prior art date
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- JMYFXIRJZQIXNC-UHFFFAOYSA-N 2-amino-3h-1,3-thiazole-2-carboxamide Chemical class NC(=O)C1(N)NC=CS1 JMYFXIRJZQIXNC-UHFFFAOYSA-N 0.000 title claims abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 17
- 125000005843 halogen group Chemical group 0.000 claims abstract 14
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 14
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract 13
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract 12
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 9
- 125000003342 alkenyl group Chemical group 0.000 claims abstract 9
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract 8
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims abstract 6
- 125000001188 haloalkyl group Chemical group 0.000 claims abstract 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 6
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims abstract 5
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims abstract 5
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims abstract 5
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims abstract 5
- -1 thiocarbamoyl group Chemical group 0.000 claims abstract 5
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims abstract 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract 2
- 239000003795 chemical substances by application Substances 0.000 claims abstract 2
- 230000003032 phytopathogenic effect Effects 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims 10
- 150000004820 halides Chemical class 0.000 claims 7
- 239000002253 acid Substances 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 230000003287 optical effect Effects 0.000 claims 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 claims 1
- 150000003141 primary amines Chemical class 0.000 claims 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 239000000417 fungicide Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/18—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
Claims (7)
- 하기 일반식(Ⅰ)로 표시되는 신규한 2-아미노티아졸카르복사미드 유도체 :상기 식에서, R1및 R2는 각각 독립적으로 수소원자, (C1-C5)알킬기, (C1-C5)할로알킬기, (C3-C6)알케닐기, (C3-C6)알킬기 또는 니트로기로 치환될 수 있는 페닐기 또는 벤질기를 나타내고, R3는 (C1-C3) 알킬기 또는 (C1-C3) 할로알킬기를 나타내며, R4는 2-티에닐기, 3-티에닐기, 2-푸릴기, 3-푸릴기, 또는 각각 할로겐 원자, (C1-C6) 알킬기 또는 니트로기로 치환될 수 있는 페닐기 또는 벤질기를 나타내고, R5는 시아노기 또는 티오카바모일기를 나타내며, R6는 (C1-C6) 알킬기, (C3-C6) 알케닐기, (C3-C6) 시클로알킬기, 또는 각각 할로겐 원자, (C1-C3) 알킬기 또는 니트로기로 치환될 수 있는 페닐기 또는 벤질기를 나타낸다.
- 제 1항에 있어서, 광학적 활성을 갖는 이성체의 형태인 일반식(Ⅰ)의 화합물.
- 제 1항에 있어서, R1및 R2는 각각 독립적으로 수소원자, (C1-C4)알킬기, (C3-C6)알케닐기, (C3-C6)알키닐기, (C3-C6)시클로알킬기, 또는R3은 메틸기, 에틸기 또는 트리플루오로메틸기이며, R4는 2-티에닐 또는 3-티에닐기이고, R5는 시아노기 또는 티오카바모일기이며, R6는 (C1-C6) 알킬기임을 특징으로 하는 일반식(Ⅰ)의 화합물.
- 상기 일반식⑷의 화합물을 티오닐클로라이드 또는 오염화인과 반응시켜 하기 일반식⑸의 산 할라이드를 수득하고, 수득된 산 할라이드⑸를 하기 일반식⑹의 화합물과 반응시킴을 특징으로 하는, 하기 일반식⑺의 화합물을 제조하는 방법.상기 식에서, R1및 R2는 각각 독립적으로 수소원자, (C1-C5)알킬기, (C1-C5)할로알킬기, (C3-C6)알케닐기, (C3-C6)알키닐기, (C3-C6)시클로알킬기,또는 각각 할로겐 원자, (C1-C3) 알킬기 또는 니트로기로 치환될 수 있는 페닐기 또는 벤질기이고, R3는 (C1-C3) 알킬기 또는 (C1-C3) 할로알킬기이며, R4는 2-티에닐기, 3-티에닐기, 2-푸릴기, 3-푸릴기, 페닐기, 또는 각각 할로겐 원자, (C1-C6) 알킬기 또는 니트로기로 치환될 수 있는 페닐 또는 벤질기이고, R6는 (C1-C6) 알킬기, (C3-C6) 시클로알킬기, 또는 각각 할로겐 원자, (C1-C3) 알킬기 또는 니트로기로 치환될 수 있는 페닐 또는 벤질기를 나타낸다.
- 하기 일반식⑻의 화합물을 염기의 존재하에서 하기 일반식⑼의 일급 아민과 반응시킴으로 하여, 하기 일반식⑺의 화합물을 제조하는 방법.상기 식에서, R1은 (C1-C5)알킬기, (C1-C5)할로알킬기, (C3-C6)알케닐기, (C3-C6)알키닐기, (C3-C6)시클로알킬기, 또는 할로겐 원자, (C1-C3) 알킬기 또는 니트로기로 치환될 수 있는 벤질기이고, R2는 수소원자이며, R3는 (C1-C3) 알킬기 또는 (C1-C3) 할로알킬기이고, R4는 2-티에닐기, 3-티에닐기, 2-푸릴기, 3-푸릴기, 페닐기, 또는 각각 할로겐 원자, (C1-C6) 알킬기 또는 니트로기로 치환될 수 있는 페닐을 나타내며, X는 할로겐원자를 나타낸다.
- 하기 일반식⑺의 화합물을 염기 및 용매의존재하에서 황화수소와 반응시킴을 특징으로 하여, 하기 일반식⑿의 화합물을 제조하는 방법.상기 식에서, R1및 R2는 각각 독립적으로 수소원자, (C1-C5)알킬기, (C1-C5)할로알킬기, (C3-C6)알케닐기, (C3-C6)알키닐기, (C3-C6)시클로알킬기,또는 각각 할로겐 원자, (C1-C3) 알킬기 또는 니트로기로 치환될 수 있는 페닐기 또는 벤질기이고, R3는 (C1-C3) 알킬기 또는 (C1-C3) 할로알킬기이며, R4는 2-티에닐기, 3-티에닐기, 2-푸릴기, 3-푸릴기, 페닐기, 또는 각각 할로겐 원자, (C1-C6) 알킬기 또는 니트로기로 치환될 수 있는 페닐기 또는 벤질기이고, R6는 (C1-C6) 알킬기, (C3-C6) 알케닐기, (C3-C6) 시클로알킬기, 또는 각각 할로겐 원자, (C1-C3) 알킬기 또는 니트로기로 치환될 수 있는 페닐 또는 벤질기를 나타낸다.
- 제 1항에 따르는 일반식(Ⅰ)의 화합물 적어도 하나를 함유하는 식물병원균 토치제 조성물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019940019960A KR0124552B1 (ko) | 1993-08-16 | 1994-08-12 | 신규 2-아미노티아졸카르복사미드 유도체, 그의 제조방법 및 식물병원균 퇴치를 위한 그의 용도 |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR93-15846 | 1993-08-16 | ||
KR930015846 | 1993-08-16 | ||
KR1019940019960A KR0124552B1 (ko) | 1993-08-16 | 1994-08-12 | 신규 2-아미노티아졸카르복사미드 유도체, 그의 제조방법 및 식물병원균 퇴치를 위한 그의 용도 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR950005827A true KR950005827A (ko) | 1995-03-20 |
KR0124552B1 KR0124552B1 (ko) | 1997-12-08 |
Family
ID=19361345
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019940019960A KR0124552B1 (ko) | 1993-08-16 | 1994-08-12 | 신규 2-아미노티아졸카르복사미드 유도체, 그의 제조방법 및 식물병원균 퇴치를 위한 그의 용도 |
Country Status (6)
Country | Link |
---|---|
US (1) | US5514643A (ko) |
EP (1) | EP0639574B1 (ko) |
JP (1) | JP2614700B2 (ko) |
KR (1) | KR0124552B1 (ko) |
DE (1) | DE69410894T2 (ko) |
DK (1) | DK0639574T3 (ko) |
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DE69618370T2 (de) * | 1995-04-11 | 2002-09-26 | Mitsui Chemicals, Inc. | Substituierte Thiophenderivate und diese als aktiver Bestandteil enthaltenden Fungizide für Land- und Gartenbauwirtschaft |
US6100282A (en) | 1998-01-02 | 2000-08-08 | Hoffman-La Roche Inc. | Thiazole derivatives |
KR20000021443A (ko) | 1998-09-29 | 2000-04-25 | 성재갑 | 2-아미노티아졸 카르복사미드 유도체의 제조방법 |
US7125875B2 (en) | 1999-04-15 | 2006-10-24 | Bristol-Myers Squibb Company | Cyclic protein tyrosine kinase inhibitors |
TR200102969T2 (tr) | 1999-04-15 | 2002-08-21 | Bristol-Myers Squibb Company | Siklik protein tirozin kinaz önleyicileri. |
JP4351789B2 (ja) * | 1999-07-16 | 2009-10-28 | 石原産業株式会社 | 有害生物防除用組成物および有害生物の防除方法 |
DE10019758A1 (de) * | 2000-04-20 | 2001-10-25 | Bayer Ag | Fungizide Wirkstoffkombinationen |
KR100426179B1 (ko) * | 2000-05-10 | 2004-04-03 | 주식회사 엘지생명과학 | N-(α-시아노-2-테닐)-4-에틸-2-(에틸아미노)-5-티아졸카르복사미드를 함유하는 신규한 살균제 조성물 |
AU2001296255B2 (en) * | 2000-09-21 | 2005-07-28 | Bristol-Myers Squibb Company | Substituted azole derivatives as inhibitors of corticotropin releasing factor |
KR100420758B1 (ko) * | 2000-11-23 | 2004-03-02 | 주식회사 엘지생명과학 | 에타복삼 및 그의 광안정화제를 함유하는 광안정화 살균제 조성물, 이를 이용한 살균방법 및 에타복삼의 광안정성 개선방법 |
US6677487B2 (en) * | 2001-08-30 | 2004-01-13 | Pharmacia Corporation | α-haloenamine reagents |
WO2005000298A2 (en) | 2003-06-03 | 2005-01-06 | Novartis Ag | 5-membered heterocycle-based p-38 inhibitors |
DK2298743T3 (da) | 2003-06-26 | 2012-11-26 | Novartis Ag | p38-Kinaseinhibitorer på grundlag af en 5-leddet heterocyclisk ring |
DE10347090A1 (de) | 2003-10-10 | 2005-05-04 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
DE10349501A1 (de) * | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
TWI338004B (en) * | 2004-02-06 | 2011-03-01 | Bristol Myers Squibb Co | Process for preparing 2-aminothiazole-5-aromatic carboxamides as kinase inhibitors |
US7491725B2 (en) | 2004-02-06 | 2009-02-17 | Bristol-Myers Squibb Company | Process for preparing 2-aminothiazole-5-aromatic carboxamides as kinase inhibitors |
BRPI0509124A (pt) | 2004-04-30 | 2007-08-28 | Basf Ag | misturas fungicidas, agentes, processo para combater fungos nocivos, semente, e, uso de um composto |
PE20060796A1 (es) | 2004-11-25 | 2006-09-29 | Basf Ag | Procedimiento para intensificar la eficiencia de etaboxam |
KR20130089671A (ko) | 2005-02-11 | 2013-08-12 | 바이엘 크롭사이언스 아게 | 피리딜메틸벤즈아미드 유도체 및 티아졸카르복사미드 유도체를 포함하는 살진균성 조성물 |
KR101142283B1 (ko) * | 2005-03-11 | 2012-05-07 | 스미또모 가가꾸 가부시끼가이샤 | 2-아미노티아졸 카르복사미드 유도체의 신규한 제조방법 |
DE102005015677A1 (de) | 2005-04-06 | 2006-10-12 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
DE102005026482A1 (de) | 2005-06-09 | 2006-12-14 | Bayer Cropscience Ag | Wirkstoffkombinationen |
US8754009B2 (en) | 2005-06-09 | 2014-06-17 | Bayer Cropscience Ag | Active compound combinations |
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US5264448A (en) * | 1989-04-19 | 1993-11-23 | Sumitomo Chemical Company, Limited | Amide compound and its production and use |
EP0434620A3 (en) * | 1989-12-21 | 1992-01-08 | Ciba-Geigy Ag | Pesticides |
AU664392B2 (en) * | 1991-10-18 | 1995-11-16 | Monsanto Technology Llc | Fungicides for the control of take-all disease of plants |
-
1994
- 1994-08-09 US US08/287,917 patent/US5514643A/en not_active Expired - Lifetime
- 1994-08-12 DE DE69410894T patent/DE69410894T2/de not_active Expired - Lifetime
- 1994-08-12 KR KR1019940019960A patent/KR0124552B1/ko not_active IP Right Cessation
- 1994-08-12 DK DK94112652T patent/DK0639574T3/da active
- 1994-08-12 EP EP94112652A patent/EP0639574B1/en not_active Expired - Lifetime
- 1994-08-16 JP JP6192529A patent/JP2614700B2/ja not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
EP0639574A1 (en) | 1995-02-22 |
DE69410894T2 (de) | 1998-12-10 |
KR0124552B1 (ko) | 1997-12-08 |
DE69410894D1 (de) | 1998-07-16 |
EP0639574B1 (en) | 1998-06-10 |
JPH0789946A (ja) | 1995-04-04 |
JP2614700B2 (ja) | 1997-05-28 |
DK0639574T3 (da) | 1998-10-12 |
US5514643A (en) | 1996-05-07 |
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