AU557154B2 - Azolylmethyloxirane derivatives - Google Patents
Azolylmethyloxirane derivativesInfo
- Publication number
- AU557154B2 AU557154B2 AU14588/83A AU1458883A AU557154B2 AU 557154 B2 AU557154 B2 AU 557154B2 AU 14588/83 A AU14588/83 A AU 14588/83A AU 1458883 A AU1458883 A AU 1458883A AU 557154 B2 AU557154 B2 AU 557154B2
- Authority
- AU
- Australia
- Prior art keywords
- compound
- formula
- see diagramm
- above meanings
- phenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- ZFOWEXGOKLKOFQ-UHFFFAOYSA-N 2-(oxiran-2-ylmethyl)-1h-pyrrole Chemical class C=1C=CNC=1CC1CO1 ZFOWEXGOKLKOFQ-UHFFFAOYSA-N 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 6
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 235000010290 biphenyl Nutrition 0.000 abstract 2
- 239000004305 biphenyl Substances 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000001188 haloalkyl group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000001624 naphthyl group Chemical group 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 2
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000002184 metal Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 abstract 1
Classifications
-
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
- C07C17/2635—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions involving a phosphorus compound, e.g. Wittig synthesis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/08—Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epoxy Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cephalosporin Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
1. Claims for the Contracting States : BE CH DE FR GB IT LI NL SE An azolylmethyloxirane of the general formula I see diagramm : EP0094564,P22,F4 where A and B are identical or different and, independently of one another, are naphthyl, biphenyl or phenyl, it being possible for the phenyl radical to be substituted by halogen or nitro, or by alkyl, alkoxy or haloalkyl, each of 1 to 4 carbon atoms, or by phenoxy or phenylsulfonyl, and Z is CH or nitrogen, or a physiologically tolerated or plant-tolerated salt thereof. 1. Claims for the Contracting State : AT A process for the preparation of a azolylmethyloxirane of the general formula I see diagramm : EP0094564,P23,F7 where A and B are identical or different, and independently of one another, are naphthyl, biphenyl or phenyl, it being possible for the phenyl radical to be substituted by halogen or nitro, or by alkyl, alkoxy or haloalkyl, each of 1 to 4 carbon atoms, or by phenoxy or phenylsulfonyl, and Z is CH or nitrogen, or a physiologically tolerated salt thereof, wherein (a) a compound of the formula II see diagramm : EP0094564,P24,F1 where A and B have the above meanings and L is a leaving group which can undergo nucleophilic substitution, is reacted with a compound of the formula III see diagramm : EP0094564,P24,F2 where Me is a hydrogen atom or a metal atom, and Z is CH or nitrogen, or (b) a compound of the formula II, where A and B have the above meanings and L is a hydroxyl group, is reacted with a compound of the formula IV see diagramm : EP0094564,P24,F3 where Z has the above meanings and Y is carbon or sulphur, or (c) a compound of the formula V see diagramm : EP0094564,P24,F4 where Z, A and B have the above meanings, is epoxidized, or (d) a compound of the formula VI see diagramm : EP0094564,P24,F5 where Z and A have the above meanings, is reacted with a compound of the general formula VII see diagramm : EP0094564,P24,F6 where B has the above meanings, R**1 and R**2 , which may be identical or different, are each methyl or phenyl, and n is 0 or 1, and, if desired, the compound thus obtained is converted into a salt with a physiologically tolerated acid.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19823218129 DE3218129A1 (en) | 1982-05-14 | 1982-05-14 | Azolylmethyloxiranes, their preparation and use as medicaments |
| DE19823218130 DE3218130A1 (en) | 1982-05-14 | 1982-05-14 | AZOLYL METHYLOXIRANES, METHOD FOR THE PRODUCTION THEREOF AND FUNGICIDES CONTAINING THEM |
| DE32181302 | 1982-05-14 | ||
| DE32181299 | 1982-05-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU1458883A AU1458883A (en) | 1983-11-17 |
| AU557154B2 true AU557154B2 (en) | 1986-12-11 |
Family
ID=25801810
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU14588/83A Expired AU557154B2 (en) | 1982-05-14 | 1983-05-13 | Azolylmethyloxirane derivatives |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0094564B1 (en) |
| AT (1) | ATE30026T1 (en) |
| AU (1) | AU557154B2 (en) |
| DE (1) | DE3373902D1 (en) |
| ES (1) | ES8402833A1 (en) |
| IL (1) | IL68433A (en) |
| NL (1) | NL971020I2 (en) |
| NZ (1) | NZ204222A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU586309B2 (en) * | 1981-03-18 | 1989-07-06 | Zeneca Limited | Epoxide compounds |
| AU586234B2 (en) * | 1985-03-29 | 1989-07-06 | Basf Aktiengesellschaft | Azolylmethyloxiranes their preparation and their use as crop protection agents |
| AU611765B2 (en) * | 1988-02-20 | 1991-06-20 | Basf Aktiengesellschaft | Novel azolylmethyloxiranes and fungicides containing them |
| AU620080B2 (en) * | 1988-03-10 | 1992-02-13 | Basf Aktiengesellschaft | Fungicidal imidazolylmethyloxiranes |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3511411A1 (en) * | 1985-03-29 | 1986-10-02 | Basf Ag, 6700 Ludwigshafen | USE OF AZOLYLMETHYLOXIRANES TO COMBAT VIRAL DISEASES |
| DE3601927A1 (en) * | 1986-01-23 | 1987-07-30 | Basf Ag | ALPHA, BETA-SUBSTITUTED ACROLEINE, METHOD FOR THE PRODUCTION AND USE THEREOF |
| DE3737888A1 (en) * | 1987-11-07 | 1989-05-18 | Basf Ag | PROCESS FOR INFLUENCING PLANT GROWTH THROUGH AZOLYL METHYLOXIRANE |
| DE3803833A1 (en) * | 1988-02-09 | 1989-08-17 | Bayer Ag | SUBSTITUTED AZOLYL METHYLOXIRANES |
| DE3805684A1 (en) * | 1988-02-24 | 1989-09-07 | Basf Ag | AZOLYLMETHYLCYCLOALKYLOXIRANE, THEIR PRODUCTION AND USE AS A PLANT PROTECTION PRODUCT |
| DE3825586A1 (en) * | 1988-07-28 | 1990-02-01 | Basf Ag | SUBSTITUTED IMIDAZOLYL METHYLOXIRANES AND SUBSTITUTED IMIDAZOLYL PROPENES, THEIR PRODUCTION AND THEIR FUNGICIDES CONTAINING THEM |
| DE3825841A1 (en) * | 1988-07-29 | 1990-02-01 | Basf Ag | 1-HALOGEN-1-AZOLYPROPENE AND METHYLOXIRANE AND FUNGICIDES CONTAINING THEM |
| IL95493A0 (en) * | 1989-09-09 | 1991-06-30 | Basf Ag | Azolylmethyloxiranes,their manufacture and their use as fungicides |
| DE3932387A1 (en) * | 1989-09-28 | 1991-04-11 | Basf Ag | VINYLAZOLE AND THEIR USE AS A PLANT PROTECTANT |
| DE3936824A1 (en) * | 1989-11-04 | 1991-05-08 | Basf Ag | N-OXO-AZOLYL METHYLOXIRANES AND FUNGICIDES AND BIOREGULATORS CONTAINING THEM |
| DE4117877A1 (en) * | 1991-05-31 | 1992-12-03 | Basf Ag | METHOD FOR PRODUCING CIS-2- (1H-1,2,4-TRIAZOL-1-YL-METHYL) -2- (HALOGENPHENYL) -3- (HALOGENPHENYL) -OXIRAN |
| DE4412358A1 (en) * | 1994-04-11 | 1995-10-12 | Bayer Ag | Cyclopropyl ethyl azoles |
| DE19520097A1 (en) * | 1995-06-01 | 1996-12-05 | Bayer Ag | Triazolylmethyl oxiranes |
| WO2002094819A1 (en) * | 2001-05-18 | 2002-11-28 | Basf Aktiengesellschaft | Method for producing triazolyl methyl oxiranes |
| MXPA04011458A (en) | 2002-06-24 | 2005-02-14 | Basf Ag | Method for the production of 1,2,4-triazolylmethyl-oxiranes. |
| CN101472918A (en) | 2006-06-21 | 2009-07-01 | 巴斯夫欧洲公司 | Azolylmethyloxiranes, use thereof for controlling phytopathogenic fungi and compositions comprising the same |
| WO2008003607A1 (en) | 2006-07-05 | 2008-01-10 | Basf Se | Azolylmethyloxiranes, their use for controlling phytopathogenic fungi and agents containing said compounds |
| EP2046780A1 (en) | 2006-07-24 | 2009-04-15 | Basf Se | Azolylmethyloxiranes, use thereof for controlling plant pathogenic fungi, and agents containing the same |
| US7910614B2 (en) | 2006-07-25 | 2011-03-22 | Basf Se | Azolylmethyloxiranes, use thereof for controlling plant pathogenic fungi, and agents containing the same |
| US7994340B2 (en) | 2006-12-22 | 2011-08-09 | Basf Se | Azolylmethyloxiranes, their use for controlling phytopathogenic fungi, and compositions comprising them |
| EP2235005A2 (en) * | 2007-12-19 | 2010-10-06 | Basf Se | Azolylmethyloxiranes, use thereof and agents containing the same |
| CN102428952B (en) * | 2011-11-17 | 2013-06-26 | 广东中迅农科股份有限公司 | Synergistic germicide composition for controlling wheat take-all |
| EP2746277A1 (en) | 2012-12-19 | 2014-06-25 | Basf Se | Fungicidal imidazolyl and triazolyl compounds |
| CN105123706A (en) * | 2015-10-26 | 2015-12-09 | 广西南宁益土生物科技有限责任公司 | Bactericide with epoxiconazole and cinnamyl aldehyde |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL60470A0 (en) * | 1979-07-04 | 1980-09-16 | Pfizer | Imidazole derivatives,their preparation and pharmaceutical compositions containing them |
| DE3111238A1 (en) * | 1981-03-21 | 1982-10-07 | Bayer Ag, 5090 Leverkusen | SUBSTITUTED TRIAZOLYL METHYL OXIRANES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS INTERMEDIATE PRODUCTS |
-
1983
- 1983-04-19 IL IL68433A patent/IL68433A/en not_active IP Right Cessation
- 1983-05-05 AT AT83104412T patent/ATE30026T1/en not_active IP Right Cessation
- 1983-05-05 DE DE8383104412T patent/DE3373902D1/en not_active Expired
- 1983-05-05 EP EP83104412A patent/EP0094564B1/en not_active Expired
- 1983-05-13 AU AU14588/83A patent/AU557154B2/en not_active Expired
- 1983-05-13 ES ES522378A patent/ES8402833A1/en not_active Expired
- 1983-05-13 NZ NZ204222A patent/NZ204222A/en unknown
-
1997
- 1997-07-23 NL NL971020C patent/NL971020I2/en unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU586309B2 (en) * | 1981-03-18 | 1989-07-06 | Zeneca Limited | Epoxide compounds |
| AU586234B2 (en) * | 1985-03-29 | 1989-07-06 | Basf Aktiengesellschaft | Azolylmethyloxiranes their preparation and their use as crop protection agents |
| AU611765B2 (en) * | 1988-02-20 | 1991-06-20 | Basf Aktiengesellschaft | Novel azolylmethyloxiranes and fungicides containing them |
| AU620080B2 (en) * | 1988-03-10 | 1992-02-13 | Basf Aktiengesellschaft | Fungicidal imidazolylmethyloxiranes |
Also Published As
| Publication number | Publication date |
|---|---|
| NL971020I1 (en) | 1997-10-01 |
| ES522378A0 (en) | 1984-03-01 |
| IL68433A0 (en) | 1983-07-31 |
| DE3373902D1 (en) | 1987-11-05 |
| AU1458883A (en) | 1983-11-17 |
| ES8402833A1 (en) | 1984-03-01 |
| NL971020I2 (en) | 1998-04-01 |
| NZ204222A (en) | 1986-02-21 |
| IL68433A (en) | 1986-04-29 |
| EP0094564B1 (en) | 1987-09-30 |
| EP0094564A2 (en) | 1983-11-23 |
| ATE30026T1 (en) | 1987-10-15 |
| EP0094564A3 (en) | 1984-06-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |