JPS54154737A - Cyclohexenedicarboxylic acid diamide and herbicide - Google Patents
Cyclohexenedicarboxylic acid diamide and herbicideInfo
- Publication number
- JPS54154737A JPS54154737A JP6258678A JP6258678A JPS54154737A JP S54154737 A JPS54154737 A JP S54154737A JP 6258678 A JP6258678 A JP 6258678A JP 6258678 A JP6258678 A JP 6258678A JP S54154737 A JPS54154737 A JP S54154737A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- acid diamide
- halogen
- herbicide
- lower alkyl
- 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.)
- Pending
Links
- 239000004009 herbicide Substances 0.000 title abstract 2
- KKOUIKKXZGHKKK-UHFFFAOYSA-N cyclohex-2-ene-1,1-dicarboxamide Chemical compound NC(=O)C1(C(N)=O)CCCC=C1 KKOUIKKXZGHKKK-UHFFFAOYSA-N 0.000 title 1
- 230000002363 herbicidal effect Effects 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- PGWRONZMYLNFAB-UHFFFAOYSA-N cyclohexene-1,2-dicarboxamide Chemical compound NC(=O)C1=C(C(N)=O)CCCC1 PGWRONZMYLNFAB-UHFFFAOYSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 239000002689 soil Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- 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
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/30—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the groups —CO—N< and, both being directly attached by their carbon atoms to the same carbon skeleton, e.g. H2N—NH—CO—C6H4—COOCH3; Thio-analogues 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/46—N-acyl derivatives
-
- 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
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/38—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
- C07C281/02—Compounds containing any of the groups, e.g. carbazates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Abstract
NEW MATERIAL:A 1-cyclohexene-1,2-dicarboxylic acid diamide of formula I: [R1 is H or F, R2 is halogen, formula II (R5 and R6 are H or methyl groups; R7 is H, halogen, or lower alkyl group); R3 and R4 are H, lower alkyl, alkenyl, cycloalkyl, aralkyl, amino, akenyloxy group, etc.; R3 and R4 may form a ring which may contain oxygen].
EXAMPLE: A compound of formula III.
USE: Herbicides having improved activities against narrow and broad leaved weeds by foliar or soil treatment, with a very wide treating period.
PROCESS: A tetrahydrophthalisoimide is reacted with an amine in a solvent at 40W30°C to give the objective compound of formula I.
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6258678A JPS54154737A (en) | 1978-05-25 | 1978-05-25 | Cyclohexenedicarboxylic acid diamide and herbicide |
GB7917777A GB2023137A (en) | 1978-05-25 | 1979-05-22 | Derivatives of cyclohexene-1,2- dicarboxylic acid diamide and the herbicidal compositions containing them |
DE19792921002 DE2921002A1 (en) | 1978-05-25 | 1979-05-23 | CYCLOHEXEN-1,2-DICARBONIC ACID DIAMIDE, METHOD OF PRODUCING IT AND USING IT FOR WEED CONTROL |
FR7913153A FR2426674A1 (en) | 1978-05-25 | 1979-05-23 | CYCLOHEXENE-1,2-DICARBOXAMIDES AND HERBICIDE COMPOSITIONS CONTAINING THEM |
BR7903257A BR7903257A (en) | 1978-05-25 | 1979-05-24 | HERBICIDE COMPOUND, HERBICIDE COMPOSITION, PROCESS TO PREPARE A HERBICIDE COMPOSITION AND PROCESS TO CONTROL WEEDS |
IT22947/79A IT1115243B (en) | 1978-05-25 | 1979-05-24 | DERIVATIVES OF DIAMMIDS OF CICLOESEN-1,2-BICARBOXYLIC ACID AND HERBICIDE COMPOSITIONS THAT CONTAIN THEM |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6258678A JPS54154737A (en) | 1978-05-25 | 1978-05-25 | Cyclohexenedicarboxylic acid diamide and herbicide |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS54154737A true JPS54154737A (en) | 1979-12-06 |
Family
ID=13204563
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP6258678A Pending JPS54154737A (en) | 1978-05-25 | 1978-05-25 | Cyclohexenedicarboxylic acid diamide and herbicide |
Country Status (6)
Country | Link |
---|---|
JP (1) | JPS54154737A (en) |
BR (1) | BR7903257A (en) |
DE (1) | DE2921002A1 (en) |
FR (1) | FR2426674A1 (en) |
GB (1) | GB2023137A (en) |
IT (1) | IT1115243B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS55157546A (en) * | 1979-05-28 | 1980-12-08 | Takeda Chem Ind Ltd | Tetrahydrophthalamide derivative, its preparation and herbicide |
WO1993019039A1 (en) | 1992-03-25 | 1993-09-30 | Sagami Chemical Research Center | Tetrahydrophthalamide derivative, intermediate for producing the same, production of both, and herbicide containing the same as active ingredient |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU1526483A (en) * | 1982-06-14 | 1983-12-22 | Nippon Kayaku Kabushiki Kaisha | N-substituted-3,4,5,6-tetrahydrophthalamic acids |
US5068365A (en) * | 1987-12-31 | 1991-11-26 | Tosoh Corporation | Hexahydrophthalic anilide derivatives |
EP0637298B1 (en) * | 1992-04-25 | 1999-03-31 | BASF Aktiengesellschaft | Substituted cyclohexene-1,2-bicarboxylic acid derivatives and raw materials for producing them |
WO2003006424A1 (en) | 2001-07-10 | 2003-01-23 | 4Sc Ag | Novel compounds as anti-inflammatory, immunomodulatory and anti-proliferatory agents |
WO2004056746A1 (en) * | 2002-12-23 | 2004-07-08 | 4Sc Ag | Cycloalkene dicarboxylic acid compounds as anti-inflammatory, immunomodulatory and anti-proliferatory agents |
US7365094B2 (en) | 2002-12-23 | 2008-04-29 | 4Sc Ag | Compounds as anti-inflammatory, immunomodulatory and anti-proliferatory agents |
UA108760C2 (en) | 2010-07-01 | 2015-06-10 | Calcium salts of the compound as anti-inflammatory, immunomodulatory and antiproliferative agents | |
UA128135C2 (en) | 2018-03-16 | 2024-04-17 | Іммунік Аґ | Novel calcium salt polymorphs as anti-inflammatory, immunomodulatory and anti-proliferatory agents |
-
1978
- 1978-05-25 JP JP6258678A patent/JPS54154737A/en active Pending
-
1979
- 1979-05-22 GB GB7917777A patent/GB2023137A/en not_active Withdrawn
- 1979-05-23 FR FR7913153A patent/FR2426674A1/en not_active Withdrawn
- 1979-05-23 DE DE19792921002 patent/DE2921002A1/en not_active Withdrawn
- 1979-05-24 IT IT22947/79A patent/IT1115243B/en active
- 1979-05-24 BR BR7903257A patent/BR7903257A/en unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS55157546A (en) * | 1979-05-28 | 1980-12-08 | Takeda Chem Ind Ltd | Tetrahydrophthalamide derivative, its preparation and herbicide |
JPS6313981B2 (en) * | 1979-05-28 | 1988-03-29 | Takeda Chemical Industries Ltd | |
WO1993019039A1 (en) | 1992-03-25 | 1993-09-30 | Sagami Chemical Research Center | Tetrahydrophthalamide derivative, intermediate for producing the same, production of both, and herbicide containing the same as active ingredient |
Also Published As
Publication number | Publication date |
---|---|
FR2426674A1 (en) | 1979-12-21 |
BR7903257A (en) | 1979-12-11 |
IT7922947A0 (en) | 1979-05-24 |
GB2023137A (en) | 1979-12-28 |
DE2921002A1 (en) | 1979-11-29 |
IT1115243B (en) | 1986-02-03 |
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