KR940009173A - 치환된 아자(사이클로)알칸 - Google Patents
치환된 아자(사이클로)알칸 Download PDFInfo
- Publication number
- KR940009173A KR940009173A KR1019930022077A KR930022077A KR940009173A KR 940009173 A KR940009173 A KR 940009173A KR 1019930022077 A KR1019930022077 A KR 1019930022077A KR 930022077 A KR930022077 A KR 930022077A KR 940009173 A KR940009173 A KR 940009173A
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- optionally substituted
- alkoxy
- halogen
- cyano
- Prior art date
Links
- 150000001335 aliphatic alkanes Chemical class 0.000 title claims abstract 11
- -1 halogenoalkanyloxy Chemical group 0.000 claims abstract 59
- 229910052736 halogen Inorganic materials 0.000 claims abstract 38
- 150000002367 halogens Chemical class 0.000 claims abstract 30
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 30
- 125000000217 alkyl group Chemical group 0.000 claims abstract 28
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 27
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 22
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract 21
- 125000001188 haloalkyl group Chemical group 0.000 claims abstract 15
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 15
- 239000001257 hydrogen Substances 0.000 claims abstract 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract 12
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract 12
- 125000005843 halogen group Chemical group 0.000 claims abstract 11
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract 9
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract 8
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract 8
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims abstract 8
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 7
- 125000003342 alkenyl group Chemical group 0.000 claims abstract 6
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims abstract 6
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims abstract 6
- 125000000304 alkynyl group Chemical group 0.000 claims abstract 6
- 125000004663 dialkyl amino group Chemical group 0.000 claims abstract 6
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims abstract 6
- 125000004438 haloalkoxy group Chemical group 0.000 claims abstract 6
- 125000005842 heteroatom Chemical group 0.000 claims abstract 6
- 241000607479 Yersinia pestis Species 0.000 claims abstract 5
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims abstract 5
- 239000003795 chemical substances by application Substances 0.000 claims abstract 5
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims abstract 5
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims abstract 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 4
- 125000004983 dialkoxyalkyl group Chemical group 0.000 claims abstract 4
- 125000005185 naphthylcarbonyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 claims abstract 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims abstract 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 4
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims abstract 3
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims abstract 3
- 125000005090 alkenylcarbonyl group Chemical group 0.000 claims abstract 3
- 125000003302 alkenyloxy group Chemical group 0.000 claims abstract 3
- 125000005108 alkenylthio group Chemical group 0.000 claims abstract 3
- 125000003282 alkyl amino group Chemical group 0.000 claims abstract 3
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims abstract 3
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims abstract 3
- 125000004691 alkyl thio carbonyl group Chemical group 0.000 claims abstract 3
- 125000005133 alkynyloxy group Chemical group 0.000 claims abstract 3
- 125000005109 alkynylthio group Chemical group 0.000 claims abstract 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract 3
- 125000001769 aryl amino group Chemical group 0.000 claims abstract 3
- 125000003118 aryl group Chemical group 0.000 claims abstract 3
- 125000005110 aryl thio group Chemical group 0.000 claims abstract 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract 3
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims abstract 3
- 125000004990 dihydroxyalkyl group Chemical group 0.000 claims abstract 3
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims abstract 3
- 125000005146 naphthylsulfonyl group Chemical group C1(=CC=CC2=CC=CC=C12)S(=O)(=O)* 0.000 claims abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 3
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 3
- 239000001301 oxygen Substances 0.000 claims abstract 3
- 150000003254 radicals Chemical class 0.000 claims abstract 3
- 125000004434 sulfur atom Chemical group 0.000 claims abstract 3
- 125000004665 trialkylsilyl group Chemical group 0.000 claims abstract 3
- 238000002360 preparation method Methods 0.000 claims abstract 2
- 229910052801 chlorine Inorganic materials 0.000 claims 31
- 239000000460 chlorine Substances 0.000 claims 31
- 229910052731 fluorine Inorganic materials 0.000 claims 31
- 239000011737 fluorine Substances 0.000 claims 31
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 28
- 125000001153 fluoro group Chemical group F* 0.000 claims 18
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 13
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 10
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 10
- 229910052794 bromium Inorganic materials 0.000 claims 10
- 150000002431 hydrogen Chemical class 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 239000003085 diluting agent Substances 0.000 claims 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 150000002366 halogen compounds Chemical class 0.000 claims 3
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims 2
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims 2
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 2
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims 2
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 2
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 2
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 2
- 125000001786 isothiazolyl group Chemical group 0.000 claims 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 2
- 125000002971 oxazolyl group Chemical group 0.000 claims 2
- 125000006678 phenoxycarbonyl group Chemical group 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- LFGREXWGYUGZLY-UHFFFAOYSA-N phosphoryl Chemical group [P]=O LFGREXWGYUGZLY-UHFFFAOYSA-N 0.000 claims 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 claims 1
- 125000001399 1,2,3-triazolyl group Chemical group N1N=NC(=C1)* 0.000 claims 1
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 claims 1
- 125000004517 1,2,5-thiadiazolyl group Chemical group 0.000 claims 1
- 125000001781 1,3,4-oxadiazolyl group Chemical group 0.000 claims 1
- 125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims 1
- 229910001508 alkali metal halide Inorganic materials 0.000 claims 1
- 150000008045 alkali metal halides Chemical class 0.000 claims 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 125000006576 di-(C1-C3-alkyl)-aminocarbonyl group Chemical group 0.000 claims 1
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 230000026030 halogenation Effects 0.000 claims 1
- 238000005658 halogenation reaction Methods 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000003452 oxalyl group Chemical group *C(=O)C(*)=O 0.000 claims 1
- 239000000575 pesticide Substances 0.000 claims 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000002098 pyridazinyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
-
- 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
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- 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
- A01N47/40—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 a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/42—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 a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
- A01N47/44—Guanidine; Derivatives thereof
-
- 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
- A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/61—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D417/06—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 carbon chain containing only aliphatic carbon atoms
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
본 발명은 하기 일반식(Ⅰ)의 신규한 치환된 아자(사이클로)알칸, 그의 제조방법 및 해충구제제로서의 그의 용도에 관한 것이다.
상기식에서, R1은 헤테로원자 환구성원(ring member)으로서 1,2,3 또는 4개의 질소원자 및/또는 하나 또는 두개의 산소원자 또는 황원자를 함유하며, 헤테로원자의 총 수는 1,2,3 또는 4개이고, 할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알케닐, 할로게노알케일, 알키닐, 알콕시, 할로게노알콕시, 알케닐옥시, 할로게노알캐닐옥시, 알키닐옥시, 알킬티오, 할로게노알킬티오, 알케닐티오, 할로게노알케닐티오, 알키닐티오, 알틸설피닐, 할로게노알킬설피닐, 알킬설포닐, 할로게노알킬설포닐, 아미노, 알킬아미노, 디알킬아미노, 아릴, 아릴티오, 아릴아미노, 아르알킬, 포르밀아미노, 알킬카르보닐아미노, 포르밀, 카르바모일, 알킬카르보닐 및/또는 알콕시카르보닐에 의해 임의로 치환된 5- 또는 6-원 헤테로사이클릭 그룹을 나타내고, R2는 하이드록시알킬, 폴리하이드록시알킬, 알콕시알킬 또는 폴리알콕시알킬을 나타내며, R3는 수소, 알킬, 하이드록시알킬, 디하이드록시알킬, 알콕시알킬 또는 디알콕시알킬을 나타내거나, R2및 R3는 함께 하이드록시알칸디일, 디하이드록시알칸디일, 알콕시알칸디일, 디알톡시알칸디일, 옥소알칸디일 또는 디옥소알칸디일을 나타내며, R4는 수소, 알킬(할로겐, 시아노, 알콕시, 알킬티오, 디알킬아미노, 트리알킬실릴, 알콕시카르보닐, 카르복실, 카르바모일, 알킬아미노카르보닐 또는 디알킬아미노카르보닐에 의해 또는 래디칼 R1(여기에서, R1은 상기 언급된 의미를 갖는다)에 의해 임의로 치환된다), 알케닐(할로겐에 의해 임의로 치환된다), 알키닐, 벤질(할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알콕시 또는 알콕시카르보닐에 의해 임의로 치환된다), 포르밀, 알킬카르보닐(할로겐, 시아노, 페닐, 페녹시 또는 알콕시에 의해 임의로 치환된다), 사이클로알킬카르보닐(할로겐 및/또는 알킬에 의해 임의로 치환된다), 알케닐카르보닐(할로겐에 의해 임의로 치환된다), 페닐카르보닐 또는 나프틸카르보닐(이들은 할로겐, 알킬, 할로게노알킬, 시아노, 니트로, 알콕시 및/또는 알콕시카르보닐에 으해 임의로 치환된다), 알콕시카르보닐, 벤질옥시카르보닐, 페녹시카르보닐, 알킬티오카르보닐, 벤질티어카르보닐, 페닐티오카르보닐, 알킬아미노카르보닐, 디알킬아미노카르보닐, 페닐아미노카르보닐(할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알콕시, 할로게노알콕시, 알킬티오, 할로게노알킬티오 또는 알콕시카르보닐에 의해 임의로 치환된다), 알킬티오(할로겐에 의해 임의로 치환된다), 페닐설피닐(할로겐, 니트로 또는 알킬에 의해 임의로 치환된다), 알킬설포닐 또는 나프틸설포닐(이들은 할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알콕시, 할로게노알콕시 및/또는 알콕시카르보닐에 의해 임의로 치환된다), 디알킬(티오)포스포릴, 알킬알콕시-(티오)포스포릴 또는 디알콕시(티오)포스포릴을 나타내고, Y는 질소 또는 CH 그룹을 나타내며, Z는 시아노 또는 니트로를 나타낸다.
Description
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Claims (9)
- 하기 일반식(Ⅰ)의 치환된 아자(사이클로)알칸.상기식에서, R1은 헤테로원자 환구성원(ring member)으로서 1,2,3 또는 4개의 질소원자 및/또는 하나 또는 두개의 산소원자 또는 황원자를 함유하며, 헤테로원자의 총 수는 1,2,3 또는 4개이고, 할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알케닐, 할로게노알케일, 알키닐, 알콕시, 할로게노알콕시, 알케닐옥시, 할로게노알캐닐옥시, 알키닐옥시, 알킬티오, 할로게노알킬티오, 알케닐티오, 할로게노알케닐티오, 알키닐티오, 알틸설피닐, 할로게노알킬설피닐, 알킬설포닐, 할로게노알킬설포닐, 아미노, 알킬아미노, 디알킬아미노, 아릴, 아릴티오, 아릴아미노, 아르알킬, 포르밀아미노, 알킬카르보닐아미노, 포르밀, 카르바모일, 알킬카르보닐 및/또는 알콕시카르보닐에 의해 임의로 치환된 5- 또는 6-원 헤테로사이클릭 그룹을 나타내고, R2는 하이드록시알킬, 폴리하이드록시알킬, 알콕시알킬 또는 폴리알콕시알킬을 나타내며, R3는 수소, 알킬, 하이드록시알킬, 디하이드록시알킬, 알콕시알킬 또는 디알콕시알킬을 나타내거나, R2및 R3는 함께 하이드록시알칸디일, 디하이드록시알칸디일, 알콕시알칸디일, 디알톡시알칸디일, 옥소알칸디일 또는 디옥소알칸디일을 나타내며, R4는 수소, 알킬(할로겐, 시아노, 알콕시, 알킬티오, 디알킬아미노, 트리알킬실릴, 알콕시카르보닐, 카르복실, 카르바모일, 알킬아미노카르보닐 또는 디알킬아미노카르보닐에 의해 또는 래디칼 R1(여기에서, R1은 상기 언급된 의미를 갖는다)에 의해 임의로 치환된다), 알케닐(할로겐에 의해 임의로 치환된다), 알키닐, 벤질(할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알콕시 또는 알콕시카르보닐에 의해 임의로 치환된다), 포르밀, 알킬카르보닐(할로겐, 시아노, 페닐, 페녹시 또는 알콕시에 의해 임의로 치환된다), 사이클로알킬카르보닐(할로겐 및/또는 알킬에 의해 임의로 치환된다), 알케닐카르보닐(할로겐에 의해 임의로 치환된다), 페닐카르보닐 또는 나프틸카르보닐(이들은 할로겐, 알킬, 할로게노알킬, 시아노, 니트로, 알콕시 및/또는 알콕시카르보닐에 으해 임의로 치환된다), 알콕시카르보닐, 벤질옥시카르보닐, 페녹시카르보닐, 알킬티오카르보닐, 벤질티어카르보닐, 페닐티오카르보닐, 알킬아미노카르보닐, 디알킬아미노카르보닐, 페닐아미노카르보닐(할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알콕시, 할로게노알콕시, 알킬티오, 할로게노알킬티오 또는 알콕시카르보닐에 의해 임의로 치환된다), 알킬티오(할로겐에 의해 임의로 치환된다), 페닐설피닐(할로겐, 니트로 또는 알킬에 의해 임의로 치환된다), 알킬설포닐 또는 나프틸설포닐(이들은 할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알콕시, 할로게노알콕시 및/또는 알콕시카르보닐에 의해 임의로 치환된다), 디알킬(티오)포스포릴, 알킬알콕시-(티오)포스포릴 또는 디알콕시(티오)포스포릴을 나타내고, Y는 질소 또는 CH 그룹을 나타내며, Z는 시아노 또는 니트로를 나타낸다.
- (a)하기 일반식(II)의 아자알칸을 임의로 산 수용체의 존재하에, 임의로 촉매 존재하 또는 임의로 희석제의 존재하에서, 하기 일반식(IIIa)의 할로겐 화합물 및/또는 하기 일반식(IIIb)의 할로겐 화합물과 반응시키거나, (b)R2또는 R3가 디알콕시알킬을 나타내고, R1, R4, Y 및 Z가 상기 언급된 의미를 갖는 일반식(Ⅰ)의 화합물을 임의로 반응 보조제의 존재하 및 임의로 희석제의 존재하에서 가열하거나, (c)R2및 R3가 함께 옥소알칸디일을 나타내고, R1, R4, Y 및 Z가 상기 언급된 의미를 갖는 일반식(Ⅰ)의 화합물을 임의로 반응보조제의 존재하 및 임의로 희석제의 존재하에서 수소화제와 반응시키거나, (d)R2및 R3가 함께 옥소알칸디일 또는 디알콕시알칸디일을 나타내고, R1, R4, Y 및 Z가 상기 언급된 의미를 갖는 일반식(Ⅰ)의 화합물을 희석제의 존재하에서 할로겐화수소 및/또는 알칼리금속 할라이드와 반응시키거나, (e) R2및 R3가 함께 하이드록시알칸디일 또는 디아히드록시알칸디일을 나타내고, R1, R4, Y 및 Z가 상기 언급된 의미를 갖는 일반식(Ⅰ)의 화합물을 임의로 산결합제의 존재하 및 임의로 희석제의 존재하에서 하기 일반식(IV)의 알틸화제와 반응시키거나, (f)R4가 수소를 나타내고, R1, R4, Y 및 Z가 상기 언급된 의미를 갖는 일반식(Ⅰ)의 화합물을 임의로 산 수용체의 존재하 및 임의로 희석제의 존재하에서 하기 일반식(V)의 할로겐 화합물과 반응시킴을 특징으로 하여, 하기 일반식(Ⅰ)의 치환된 아자(사이클로)알칸을 제조하는 방법.상기식에서, R1은 헤테로원자 환구성원(ring member)으로서 1,2,3 또는 4개의 질소원자 및/또는 하나 또는 두개의 산소원자 또는 황원자를 함유하며, 헤테로원자의 총 수는 1,2,3 또는 4개이고, 할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알케닐, 할로게노알케일, 알키닐, 알콕시, 할로게노알콕시, 알케닐옥시, 할로게노알케닐옥시, 알키닐옥시, 알킬티오, 할로게노알킬티오, 알케닐티오, 할로게노알케닐티오, 알키닐티오, 알킬설피닐, 할로게노알킬설피닐, 알킬설포닐, 할로게노알킬설포닐, 아미노, 알킬아미노, 디알킬아미노, 아릴, 아릴티오, 아릴아미노, 아르알킬, 포르밀아미노, 알킬카르보닐아미노, 포르밀, 카르바모일, 알킬카르보닐 및/또는 알콕시카르보닐에 의해 임의로 치환된 5- 또는 6-원 헤테로사이클릭 그룹을 나타내고, R2는 하이드록시알킬, 폴리하이드록시알킬, 알콕시알킬 또는 폴리알콕시알킬을 나타내며, R3는 수소, 알킬, 하이드록시알킬, 디하이드록시알킬, 알콕시알킬 또는 디알콕시알킬을 나타내거나, R2및 R3는 함께 하이드록시알칸디일, 디하이드록시알칸디일, 알콕시알칸디일, 디알톡시알칸디일, 옥소알칸디일 또는 디옥소알칸디일을 나타내며, R4는 수소, 알킬(할로겐, 시아노, 알콕시, 알킬티오, 디알킬아미노, 트리알킬실릴, 알콕시카르보닐, 카르복실, 카르바모일, 알킬아미노카르보닐 또는 디알킬아미노카르보닐에 의해 또는 래디칼 R1(여기에서, R1은 상기 언급된 의미를 갖는다)에 의해 임의로 치환된다), 알케닐(할로겐에 의해 임의로 치환된다), 알키닐, 벤질(할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알콕시 또는 알콕시카르보닐에 의해 임의로 치환된다), 포르밀, 알킬카르보닐(할로겐, 시아노, 페닐, 페녹시 또는 알콕시에 의해 임의로 치환된다), 사이클로알킬카르보닐(할로겐 및/또는 알킬에 의해 임의로 치환된다), 알케닐카르보닐(할로겐에 의해 임의로 치환된다), 페닐카르보닐 또는 나프틸카르보닐(이들은 할로겐, 알킬, 할로게노알킬, 시아노, 니트로, 알콕시 및/또는 알콕시카르보닐에 의해 임의로 치환된다), 알콕시카르보닐, 벤질옥시카르보닐, 페녹시카르보닐, 알킬티오카르보닐, 벤질티어카르보닐, 페닐티오카르보닐, 알킬아미노카르보닐, 디알킬아미노카르보닐, 페닐아미노카르보닐(할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알콕시, 할로게노알콕시, 알킬티오, 할로게노알킬티오 또는 알콕시카르보닐에 의해 임의로 치환된다), 알킬티오(할로겐에 의해 임의로 치환된다), 페닐설피닐(할로겐, 니트로 또는 알킬에 의해 임의로 치환된다), 알킬설포닐 또는 나프틸설포닐(이들은 할로겐, 시아노, 니트로, 알킬, 할로게노알킬, 알콕시, 할로게노알콕시 및/또는 알콕시카르보닐에 의해 임의로 치환된다), 디알킬(티오)포스포릴, 알킬알콕시-(티오)포스포릴 또는 디알콕시(티오)포스포릴을 나타내고, 단 일반식(V)에서 R4는 수소가 아니며, Y는 질소 또는 CH 그룹을 나탄9고, Z는 시아노 또는 니트로를 나타내며, X는 할고겐을 나타내고, R은 알킬을 나타내며, X1은 할고겐 또는 -O-SO2-O-R그룹을 나타내고, 여기서, R은 상기 언급된 의미를 갖는다.
- 제1항에 있어서, R1은 불소, 염소, 브롬, 요오드, 시아노, 니트로, C1-C4-알킬(불소 및/또는 염소에 의해 임의로 치환된다), C2-C4-알케닐(불소 및/또는 염소에 의해 임의로 치환된다), C2-C4-알키닐, C1-C4-알콕시(불소 및/또는 염소에 의해 임의로 치환된다), C3-C4-알케닐옥시(불소 및/또는 염소에 의해 임의로 치환된다), C3-C4-알키닐옥시, C3-C4-알킬티오(불소 및/또는 염소에 의해 임의로 치환된다), C3-C4-알케닐티오(불소 및/또는 염소에 의해 임의로 치환된다), C3-C4-알키닐티오, C1-C4-알킬설피닐(불소 및/또는 염소에 의해 임의로 치환된다), C1-C4-알킬설포닐(불소 및/또는 염소에 의해 임의로 치환된다), 아미노, C1-C4-알킬아미노, 디-(C1-C4-알킬)아미노, 페닐, 페녹시, 페닐티오, 페닐아미노, 벤질, 포르밀아미노, C1-C4-알킬-카르보닐아미노, 포르밀, 카르바모일, C1-C4-알킬카르보닐 및/또는 C1-C4-알콕시-카르보닐에 의해 임의로 치환된 푸릴, 티에닐, 피롤릴, 피라졸릴, 이미다졸릴, 1,2,3-트리아졸릴, 옥사졸릴, 이소옥사졸릴, 1,2,4-또는 1,3,4-옥사디아졸릴, 티아졸릴, 이소티아졸릴, 1,2,3-, 1,2,4-, 1,2,5- 또는 1,3,4티아디아졸릴, 피리딜, 피리다지닐, 피리미디닐 및 피라지닐로 구성된 그룹중에서 선택된 5- 내지 6- 헤테로사이클릭 그룹을 나타내고, R2는 C1-C6-하이드록시알킬, 디하이드록시-C1-C6-알킬, C1-C4-알콕시-C1-C4-알킬 또는 디-(C1-C4-알콕시)-C1-C4-알킬을 나타내며, R3는 수소, C1-C6-알킬, C1-C6-하이드록시알킬, 디하이드록시-C1-C6-알킬, C1-C4-알콕시-C1-C4-알킬 또는 디-(C1-C4-알콕시)-C1-C4-알킬을 나타내거나, R2및 R3는 함께 하이드록시-C2-C4-알칸디일, 디하이드록시-C2-C4-알칸디일, C1-C4-알콕시-C2-C4-알칸디일, 디-(C1-C4-알콕시)-C2-C4-알칸디일, 옥소-C2-C4-알칸다일 또는 디옥소-C2-C4-알칸디일을 나타내고, R4는 수소, C1-C4-알킬(불소, 염소, 시아노, C1-C4-알콕시, C1-C4-알킬티오, 디-(C1-C4-알킬)-아미노, 트리메틸실릴, C1-C4-알콕시-카르보닐, 카르복실, 카르바모일, C1-C4-알킬-아미노카르보닐, 디-(C1-C3-알킬)-아미노카르보닐에 의해 또는 바람직하게는 R1에 대해 상기 정의된 바와 같은 헤테로사이클릭 그룹(가능한 치환기를 포함한다)에 의해 임의로 치환된다), C2-C4-알케닐(불소 또는 염소에 의해 임의로 치환된다), C2-C4-알키닐, 벤질(불소, 염소, 시아노, 니트로, C1-C2-알킬, 트리플루오로메틸, C1-C2-알콕시 또는 C1-C2-알콕시-카르보닐에 의해 임의로 치환된다), 포르밀, C1-C20-알킬-카르보닐(불소, 염소, 브롬, 페닐, 페녹시 또는 C1-C4-알콕시에 의해 임의로 치환된다), C3-C6-사이클로알킬카르보닐(불소, 염소 및/또는 C1-C4-알킬에 의해 임의로 치환된다), C2-C20-알케닐-카르보닐(불소 및/또는 염소에 의해 임의로 치환된다), 페닐카르보닐 또는 나프틸카르보닐(이들은 불소, 염소, 브롬, C1-C4-알킬, 트리플루오로메틸, 시아노, 니트로, C1-C4-알콕시 및/또는 C1-C4-알콕시-카르보닐에 의해 임의로 치환된다), C1-C20-알콕시-카르보닐, 벤질옥시-카르보닐, 페녹시카르보닐, C1-C4-알킬티오카르보닐, 벤질티오-카르보닐, 페닐티오-카르보닐, C1-C6-알킬아미노-카르보닐, 디-(C1-C4-알킬)-아미노-카르보닐, 페닐아미노-카르보닐(불소, 염소, 브롬, 시아노, 니트로, C1-C4-알킬, 트리풀루오로메틸, C1-C4-알콕시, C1-C2-플루오로알콕시, C1-C2-클로로플루오로알콕시, C1-C4-알킬티오, C1-C2-플루오로알틸티오, C1-C2-클로로풀루오로알킬티오 또는 C1-C4-알콕시카르보닐에 의해 임의로 치환된다), 벤조일아미노-카르보닐(불소, 염소, 브롬, 메틸 또는 트리플루오로메틸에 의해 임의로 치환된다), 페닐설포닐아미노-카르보닐(불소, 염소, 브롬, 메틸, 트리플루오로메틸, C1-C4-알콕시, C1-C2-플루오로알콕시, C1-C2-클로로플루오로알콕시 또는 C1-C4-알콕시-카르보닐에 의해 임의로 치환된다), C1-C4-알틸티오(불소 및/또는 염소에 의해 임의로 치환된다), 페닐티오(불소, 염소, 브롬, 니트로 또는 메틸에 의해 임의로 치환된다), C1-C4-알킬설피닐, C1-C4-알킬설포닐(불소 및/또는 염소에 의해 임의로 치환된다), 페닐설피닐(불소, 염소, 브롬, 니트로 또는 메틸에 의해 임의로 치환된다), 페닐설피닐 또는 나프틸설포닐(이들은 불소, 염소, 브롬, 시아노, 니트로, 메틸, 트리플루오로메틸, C1-C4-알콕시, C1-C2-플루오로알콕시, C1-C2-클로로플루오로알콕시 및/또는 C1-C4-알콕시-카르보닐에 의해 임의로 치환된다), 디메틸(티오)포스포릴, C1-C4-알킬-C1-C4-알콕시-(티오)포르포릴 또는 디(C1-C4-알콕시)-(티오)포스포릴을 나타내며, Y는 질소 또는 CH그룹을 나타내고, Z는 시아노 또는 니트로를 나타내는 일반식(Ⅰ)의 치환된 아자(사이클로)알칸.
- 제1항에 있어서, R1은 불소, 염소, 브롬, 시아노, 니트로, C1-C2-알킬(불소 및/또는 염소에 의해 임의로 치환된다), C1-C2-알콕시(불소 및/또는 염소에 의해 임의로 치환된다), C1-C2-알킬티오(불소 및/또는 염소에 의해 임의로 치환된다) C1-C2-알킬설포닐(불소 및/또는 염소에 의해 임의로 치환된다)에 의해 임의로 치환된 피라졸릴, 1,2,4-트리아졸릴, 옥사졸릴, 이소옥사졸릴, 티아졸릴, 이소티아졸릴, 1,2,5-티아디아졸릴, 피리딜, 피라지닐 및 피리미디닐로 구성된 그룹중에서 선택된 5- 내지 6-원 헤테로사이클릭 그룹을 나타내고, R2는 C1-C4-하이드록시알킬, 디하이드록시-C1-C4-알킬, C1-C3-알콕시-C1-C3-알킬 또는 디-(C1-C3-알콕시)-C1-C3-알킬을 나타내며, R3는 수소, C1-C4-알킬, C1-C4-하이드록시알킬, 디하이드록시-C1-C4-알킬, C1-C3-알콕시-C1-C3-알킬 또는 디-(C1-C3-알콕시)-C1-C3-알킬을 나타내거나, R2및 R3는 함께 하이드록시-C2-C3-알칸디일, 디하이드록시-C2-C3-알칸디일, C1-C3-알콕시-C2-C3-알칸디일, 디-(C1-C3-알콕시)-C2-C3-알칸디일, 옥소-C2-C3-알칸다일 또는 디옥소-C2-C3-알칸디일을 나타내고, R4는 수소, 메틸, 에틸, 알릴, 프로파길, 포르밀, C1-C8-알킬카르보닐(불소 및/또는 염소에 의해 임의로 치환된다), C1-C8-알콕시-카르보닐, 벤질옥시카르보닐, 페녹시카르보닐, 벤질(불소 및/또는 염소에 의해 임의로 치환된다) 또는 디-(C1-C2-알콕시)-(티오)포스포릴을 나타내며, Y는 질소 또는 CH그룹을 나타내고, Z는 시아노 또는 니트로를 나타내는 일반식(Ⅰ)치환된 아자(사이클로)알칸.
- 제1항에 있어서, R1이 6-클로로-3-피리딜(6-클로로-피리딘-3-일) 또는 2-클로로-5-티아졸릴(2-클로로-티아졸-5-일)을 나타내고, R2는 하이드록시메틸, 하이드록시에틸, 하이드록시프로필, 디하이드록시에틸, 디하이드록시프로필, 메톡시메틸, 에톡시메틸, 메톡시에틸, 에톡시에틸, 디메톡시에틸 또는 디에톡시에틸을 나타내며, R3는 수소, 메틸, 에틸, 하이드록시메틸, 하이드록시에틸, 하이드록시프로필, 디하이드록시에틸 디하이드록시프로필, 메톡시메틸, 에톡시메틸, 메톡시에틸, 에톡시에틸, 디메톡시에틸 또는 디에톡시에틸을 나타내거나, R2및 R3는 함께 옥소에탄-1,2-디일, 디옥소에탄-1,2-디일, 하이드록시에탄-1,2-디일, 디하이드록시에탄-1,2-디일, 메톡시에탄-1,2-디일, 에톡시에탄-1,2-디일, 디메톡시에탄-1,2-디일 또는 디에톡시에탄-1,2-디일을 나타내고, R4는 수소 또는 메틸을 나타내며, Y는 질소 또는 CH그룹을 나타내고, Z는 시아노 또는 니트로를 나타내는 일반식(Ⅰ)의 치환된 아자(사이클로)알칸.
- 제1항에 따른 일반식(Ⅰ)의 치환된 아자(사이클로)알칸을 적어도 하나 함유함을 특징으로 하는 해충구제용 제제.
- 제1항에 따른 일반식(Ⅰ)의 치환된 아자(사이클로)알칸의 해충구제를 위한 용도.
- 제1항에 따른 일반식(Ⅰ)의 치환된 아자(사이클로)알칸을 해충 및/또는 그들의 서식처에 작용시킴을 특징으로 하여 해충을 구제하는 방법.
- 제1항에 따른 일반식(Ⅰ)의 치환된 아자(사이클로)알칸을 중량제 및/또는 계면활성제와 혼합함을 특징으로 하는 해충구제제를 제조하는 방법.※참고사항:최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4236204.0 | 1992-10-27 | ||
| DE4236204A DE4236204A1 (de) | 1992-10-27 | 1992-10-27 | Substituierte Aza(cyclo)alkane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR940009173A true KR940009173A (ko) | 1994-05-20 |
| KR100290318B1 KR100290318B1 (ko) | 2001-09-17 |
Family
ID=6471438
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019930022077A KR100290318B1 (ko) | 1992-10-27 | 1993-10-22 | 치환된아자(사이클로)알칸 |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US5461069A (ko) |
| EP (1) | EP0595125B1 (ko) |
| JP (1) | JP3419049B2 (ko) |
| KR (1) | KR100290318B1 (ko) |
| CN (1) | CN1042630C (ko) |
| DE (2) | DE4236204A1 (ko) |
| ES (1) | ES2086849T3 (ko) |
| IL (1) | IL107380A (ko) |
| TW (1) | TW244351B (ko) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6232309B1 (en) | 1989-03-09 | 2001-05-15 | Nihon Bayer Agrochem K.K. | Insecticidal heterocyclic compounds |
| JP2610988B2 (ja) | 1989-03-09 | 1997-05-14 | 日本バイエルアグロケム 株式会社 | 新規ヘテロ環式化合物及び殺虫剤 |
| US5434181A (en) * | 1993-10-26 | 1995-07-18 | Mitsui Toatsu Chemicals, Inc. | Furanyl insecticide |
| JP2001515888A (ja) * | 1997-09-08 | 2001-09-25 | ノバルティス アクチエンゲゼルシャフト | 農薬としてのヘテロ環式化合物 |
| CN102919259A (zh) * | 2012-10-11 | 2013-02-13 | 成都科利隆生化有限公司 | 双胍三辛烷基苯磺酸盐和氟啶胺的农药组合物 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE67493T1 (de) * | 1985-02-04 | 1991-10-15 | Bayer Agrochem Kk | Heterocyclische verbindungen. |
| JPH0717621B2 (ja) * | 1986-03-07 | 1995-03-01 | 日本バイエルアグロケム株式会社 | 新規ヘテロ環式化合物 |
| DE3726265A1 (de) * | 1987-08-07 | 1989-02-16 | Wolff Walsrode Ag | Verpackungen aus gereckten siegelbaren mehrschichtfolien mit verbesserter transparenz |
| IL93159A (en) * | 1989-01-31 | 1996-11-14 | Takeda Chemical Industries Ltd | Process for the production of 1,1,1-trihalogen-2-nitroethanes |
| JP2610988B2 (ja) * | 1989-03-09 | 1997-05-14 | 日本バイエルアグロケム 株式会社 | 新規ヘテロ環式化合物及び殺虫剤 |
| ATE175405T1 (de) * | 1989-10-06 | 1999-01-15 | Nippon Soda Co | Aminderivate |
| JPH03200768A (ja) * | 1989-10-24 | 1991-09-02 | Agro Kanesho Co Ltd | ニトログアニジン化合物及び殺虫剤 |
| US5192778A (en) * | 1990-04-03 | 1993-03-09 | Mitsui Toatsu Chemicals, Inc. | Dialkoxymethylimidazolidine derivatives, preparation thereof, insecticides containing same as an effective ingredient and intermediates therefor |
| IL99161A (en) * | 1990-08-17 | 1996-11-14 | Takeda Chemical Industries Ltd | History of guanidine A process for their preparation and preparations from pesticides that contain them |
| IL99445A (en) * | 1990-09-18 | 1996-06-18 | Ciba Geigy Ag | Picoline oxides process for their preparation and insecticidal and acaricidal compositions containing them |
| ES2057956T3 (es) * | 1991-12-16 | 1994-10-16 | Mitsui Toatsu Chemicals | Derivados de la n-vinilimidazolidina, obtencion de los mismos, insecticidas que los contienen como substancia activa y productos intermedios de los mismos. |
-
1992
- 1992-10-27 DE DE4236204A patent/DE4236204A1/de not_active Withdrawn
-
1993
- 1993-09-27 TW TW082107932A patent/TW244351B/zh active
- 1993-10-14 DE DE59302595T patent/DE59302595D1/de not_active Expired - Fee Related
- 1993-10-14 ES ES93116618T patent/ES2086849T3/es not_active Expired - Lifetime
- 1993-10-14 EP EP93116618A patent/EP0595125B1/de not_active Expired - Lifetime
- 1993-10-20 US US08/139,350 patent/US5461069A/en not_active Expired - Lifetime
- 1993-10-22 KR KR1019930022077A patent/KR100290318B1/ko not_active IP Right Cessation
- 1993-10-25 IL IL107380A patent/IL107380A/xx not_active IP Right Cessation
- 1993-10-26 JP JP29000893A patent/JP3419049B2/ja not_active Expired - Fee Related
- 1993-10-27 CN CN93119682A patent/CN1042630C/zh not_active Expired - Fee Related
-
1995
- 1995-05-18 US US08/443,528 patent/US5565459A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE59302595D1 (de) | 1996-06-20 |
| ES2086849T3 (es) | 1996-07-01 |
| JP3419049B2 (ja) | 2003-06-23 |
| KR100290318B1 (ko) | 2001-09-17 |
| EP0595125A1 (de) | 1994-05-04 |
| JPH06220018A (ja) | 1994-08-09 |
| EP0595125B1 (de) | 1996-05-15 |
| IL107380A (en) | 1997-09-30 |
| TW244351B (ko) | 1995-04-01 |
| US5461069A (en) | 1995-10-24 |
| DE4236204A1 (de) | 1994-04-28 |
| IL107380A0 (en) | 1994-01-25 |
| CN1042630C (zh) | 1999-03-24 |
| US5565459A (en) | 1996-10-15 |
| CN1090844A (zh) | 1994-08-17 |
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