WO1987007602A3 - N-(5-substituted methylene) phenyl herbicides - Google Patents
N-(5-substituted methylene) phenyl herbicides Download PDFInfo
- Publication number
- WO1987007602A3 WO1987007602A3 PCT/EP1987/000279 EP8700279W WO8707602A3 WO 1987007602 A3 WO1987007602 A3 WO 1987007602A3 EP 8700279 W EP8700279 W EP 8700279W WO 8707602 A3 WO8707602 A3 WO 8707602A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- halogen
- alkyl
- low
- hydrogen
- control
- Prior art date
Links
- 239000004009 herbicide Substances 0.000 title abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title abstract 2
- 125000000325 methylidene group Chemical class [H]C([H])=* 0.000 title 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 4
- 241000196324 Embryophyta Species 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 3
- 244000068988 Glycine max Species 0.000 abstract 2
- 235000010469 Glycine max Nutrition 0.000 abstract 2
- 241000209140 Triticum Species 0.000 abstract 2
- 235000021307 Triticum Nutrition 0.000 abstract 2
- 240000008042 Zea mays Species 0.000 abstract 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 abstract 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 235000005822 corn Nutrition 0.000 abstract 2
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 229920000742 Cotton Polymers 0.000 abstract 1
- 244000299507 Gossypium hirsutum Species 0.000 abstract 1
- 240000007594 Oryza sativa Species 0.000 abstract 1
- 235000007164 Oryza sativa Nutrition 0.000 abstract 1
- 241000209504 Poaceae Species 0.000 abstract 1
- 208000027418 Wounds and injury Diseases 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 229940051881 anilide analgesics and antipyretics Drugs 0.000 abstract 1
- 150000003931 anilides Chemical class 0.000 abstract 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
- 125000002837 carbocyclic group Chemical group 0.000 abstract 1
- 230000006378 damage Effects 0.000 abstract 1
- 208000014674 injury Diseases 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- PLXPTFQGYWXIEA-UHFFFAOYSA-N nitroformonitrile Chemical compound [O-][N+](=O)C#N PLXPTFQGYWXIEA-UHFFFAOYSA-N 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 235000009566 rice Nutrition 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 238000011282 treatment Methods 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/46—Iso-indoles; Hydrogenated iso-indoles with an oxygen atom in position 1
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
-
- 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
- C07D401/10—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 aromatic rings
-
- 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
- C07D405/12—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 chain containing hetero atoms as chain links
-
- 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
- C07D405/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/12—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains three hetero rings
- C07D493/14—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/5537—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom the heteroring containing the structure -C(=O)-N-C(=O)- (both carbon atoms belong to the heteroring)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Aniline herbicides of formula (I), wherein R1 and R2 are hydrogen, halogen, alkyl, alkoxy or trifluoromethyl, phenoxy or benzyloxy, R3 and R4 are hydrogen, alkyl, alkenyl, alkynyl or halogen, Y represents hydrogen, halogen, cyano, nitrate, alkyl, alkenyl, alkynyl and various other substituents and Z is a heterocyclic group attached to the phenyl ring via a nitrogen atom which forms part of the ring system, or a carbocyclic or heterocyclic group attached via a nitrogen atom which does not form part of the ring system, exhibit excellent pre-emergent control of broadleaf weeds and grasses at rates as low as 0.25 lb/A with good safety to soybeans, cotton, corn and wheat. In post-emergent treatments these compounds show excellent and rapid control of broadleaf weeds with low (0-20 %) injury to soybeans, corn, wheat, and rice at rates as low as 0.015 lb/A. The compounds of this invention afford improved crop safety and control of grassy weeds. Novel aniline intermediates are used to make the anilides.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US86991486A | 1986-06-03 | 1986-06-03 | |
US869,914 | 1986-06-03 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO1987007602A2 WO1987007602A2 (en) | 1987-12-17 |
WO1987007602A3 true WO1987007602A3 (en) | 1988-03-24 |
Family
ID=25354450
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1987/000279 WO1987007602A2 (en) | 1986-06-03 | 1987-05-29 | N-(5-substituted methylene) phenyl herbicides |
Country Status (7)
Country | Link |
---|---|
AU (1) | AU7512587A (en) |
DD (1) | DD257573A5 (en) |
GR (1) | GR870854B (en) |
IL (1) | IL82657A0 (en) |
MA (1) | MA20993A1 (en) |
WO (1) | WO1987007602A2 (en) |
ZA (1) | ZA873933B (en) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1986000072A1 (en) * | 1984-06-12 | 1986-01-03 | Fmc Corporation | Herbicidal 2-aryl-1,2,4-triazine-3,5(2h,4h)-diones and sulfur analogs thereof |
US4804400A (en) * | 1986-09-12 | 1989-02-14 | Ciba-Geigy Corporation | N-phenyl-maleimides and herbicidal and plant growth regulating methods of use thereof |
JPH0778047B2 (en) * | 1987-03-10 | 1995-08-23 | 呉羽化学工業株式会社 | 1,5-Diphenyl-1H-1,2,4-triazol-3-carboxylic acid amide derivative and herbicide containing the derivative |
DE3724395A1 (en) * | 1987-07-23 | 1989-02-02 | Basf Ag | 3-phenylpropionic acid derivatives |
DE3736297A1 (en) * | 1987-10-27 | 1989-05-11 | Basf Ag | N-PHENYLTETRAHYDROPHTHALIMIDVERBINDUNGEN |
DE3741272A1 (en) * | 1987-12-05 | 1989-06-15 | Basf Ag | N-3- (1,3-dioxolan-2-YL) -PHENYLTETRAHYDROPHTHALIMIDE |
DE3741273A1 (en) * | 1987-12-05 | 1989-06-15 | Basf Ag | N-PHENYLTETRAHYDROPHTHALIMIDVERBINDUNGEN |
US5169428A (en) * | 1987-12-30 | 1992-12-08 | Tosoh Corporation | Tetrahydrophthalimide derivative and herbicide composition containing same |
EP0323271A1 (en) * | 1987-12-30 | 1989-07-05 | Tosoh Corporation | Tetrahydrophthalimide derivative and herbicide composition containing the same |
DE3815042A1 (en) * | 1988-05-04 | 1989-11-16 | Basf Ag | N- (5-FORMYL) -PHENYL-3,4,5,6-TETRAHYDROPHTHALIMIDE COMPOUNDS, 5-AMINOBENZALDEHYDACETALS, PROCESS FOR THEIR PRODUCTION AND THEIR USE AS INTERMEDIATE PRODUCTS |
DE3819464A1 (en) * | 1988-06-08 | 1989-12-14 | Basf Ag | SUBSTITUTED N- (HETEROCYLYLIDENETHYL) PENTYL-3,4,5,6-TETRAHYDROPHTHALIMIDES, PROCESS FOR THE PREPARATION THEREOF AND HERBICIDES CONTAINING THEM |
EP0834503B1 (en) * | 1992-04-25 | 2001-06-27 | Basf Aktiengesellschaft | Tetrahydrophthalimides, their preparation and use |
DE4236880A1 (en) * | 1992-10-31 | 1994-05-05 | Basf Ag | N-phenyl-substituted glutarimides and N-phenylglutaric acid amides, their preparation and use |
DE19517597A1 (en) * | 1994-06-03 | 1995-12-07 | Basf Ag | New 3-(tetra:hydro-phthalimido)cinnamyl alcohol derivs. |
US7449481B2 (en) | 2004-04-13 | 2008-11-11 | Cephalon, Inc. | Thio-substituted biaryl-methanesulfinyl derivatives |
ITMI20050275A1 (en) * | 2005-02-22 | 2006-08-23 | Miteni Spa | PROCEDURE FOR THE PREPARATION OF BENZOIC ACID DERIVATIVES THROUGH A NEW INTERMEDIATE SYNTHESIS |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0068822A2 (en) * | 1981-06-29 | 1983-01-05 | Rohm And Haas Company | Novel heterocyclic substituted benzenes, herbicidal compositions containing them and the use thereof for combating weeds |
EP0083055A2 (en) * | 1981-12-25 | 1983-07-06 | Sumitomo Chemical Company, Limited | Tetrahydrophthalimide compounds, and their production and use |
EP0095192A2 (en) * | 1982-05-26 | 1983-11-30 | Sumitomo Chemical Company, Limited | Tetrahydrophthalimides, and their production and use |
EP0126419A1 (en) * | 1983-05-16 | 1984-11-28 | Sumitomo Chemical Company, Limited | 2-Substituted phenyl-4,5,6,7-tetrahydro-2H-isoindole-1,3-diones, and their production and use |
-
1987
- 1987-05-26 IL IL82657A patent/IL82657A0/en unknown
- 1987-05-29 WO PCT/EP1987/000279 patent/WO1987007602A2/en unknown
- 1987-05-29 AU AU75125/87A patent/AU7512587A/en not_active Abandoned
- 1987-06-01 GR GR870854A patent/GR870854B/en unknown
- 1987-06-02 MA MA21232A patent/MA20993A1/en unknown
- 1987-06-02 ZA ZA873933A patent/ZA873933B/en unknown
- 1987-06-03 DD DD87303490A patent/DD257573A5/en unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0068822A2 (en) * | 1981-06-29 | 1983-01-05 | Rohm And Haas Company | Novel heterocyclic substituted benzenes, herbicidal compositions containing them and the use thereof for combating weeds |
EP0083055A2 (en) * | 1981-12-25 | 1983-07-06 | Sumitomo Chemical Company, Limited | Tetrahydrophthalimide compounds, and their production and use |
EP0095192A2 (en) * | 1982-05-26 | 1983-11-30 | Sumitomo Chemical Company, Limited | Tetrahydrophthalimides, and their production and use |
EP0126419A1 (en) * | 1983-05-16 | 1984-11-28 | Sumitomo Chemical Company, Limited | 2-Substituted phenyl-4,5,6,7-tetrahydro-2H-isoindole-1,3-diones, and their production and use |
Also Published As
Publication number | Publication date |
---|---|
IL82657A0 (en) | 1987-11-30 |
DD257573A5 (en) | 1988-06-22 |
ZA873933B (en) | 1987-12-02 |
WO1987007602A2 (en) | 1987-12-17 |
AU7512587A (en) | 1988-01-11 |
GR870854B (en) | 1987-10-02 |
MA20993A1 (en) | 1987-12-31 |
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