JPS6425737A - Decarboxylation of halogen-substituted benzenecarboxylic acid - Google Patents
Decarboxylation of halogen-substituted benzenecarboxylic acidInfo
- Publication number
- JPS6425737A JPS6425737A JP20830387A JP20830387A JPS6425737A JP S6425737 A JPS6425737 A JP S6425737A JP 20830387 A JP20830387 A JP 20830387A JP 20830387 A JP20830387 A JP 20830387A JP S6425737 A JPS6425737 A JP S6425737A
- Authority
- JP
- Japan
- Prior art keywords
- halogen
- nitrogen
- formula
- heat
- compound shown
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/361—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms
- C07C17/363—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms by elimination of carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
PURPOSE:To obtain a halogen-substituted aromatic compound, by hydrolyzing a halogen-substituted benzenecarbonitrile to give the titled substance and heat- treating the titled substance in a nitrogen-containing organic base which neither contains hydrogen directly bonded to nitrogen nor has heterocyclic aromatic properties. CONSTITUTION:A compound shown by formula I (n is 1 or 2; X is F, Cl, Br or H) is heat-treated in an organic base which neither contains hydrogen directly bonded to nitrogen nor has heterocyclic aromatic properties in a mixture of the base and a nonpolar organic solvent to give a halogen-substituted aromatic compound useful as an intermediate raw material for drugs, agricultural chemicals, photosensitive material and functional polymers in high yield and in high purities. A tertiary amine, diamine or amidine is preferable as the nitrogen-containing organic base. The compound shown by formula I is formed by hydrolyzing a compound shown by formula II in an aqueous solution of an inorganic acid, the isolation process may be abbreviated and an extracted solution of the carboxylic acid may be directly heat-treated.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62208303A JP2566976B2 (en) | 1987-04-08 | 1987-08-24 | Method for decarboxylation of halogen-substituted benzenecarboxylic acid |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62-84864 | 1987-04-08 | ||
JP8486487 | 1987-04-08 | ||
JP62208303A JP2566976B2 (en) | 1987-04-08 | 1987-08-24 | Method for decarboxylation of halogen-substituted benzenecarboxylic acid |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6425737A true JPS6425737A (en) | 1989-01-27 |
JP2566976B2 JP2566976B2 (en) | 1996-12-25 |
Family
ID=26425840
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP62208303A Expired - Fee Related JP2566976B2 (en) | 1987-04-08 | 1987-08-24 | Method for decarboxylation of halogen-substituted benzenecarboxylic acid |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2566976B2 (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6452737A (en) * | 1987-08-25 | 1989-02-28 | Nippon Carbide Kogyo Kk | Production of 2,4,5-trifluorobenzoic acid |
EP0431373A2 (en) * | 1989-11-17 | 1991-06-12 | Asahi Glass Company Ltd. | Processes for producing 5-fluorbenzoic acids and their intermediates |
US5329054A (en) * | 1993-07-19 | 1994-07-12 | Albemarle Corporation | Decarboxylation process |
EP0767157A1 (en) * | 1995-09-26 | 1997-04-09 | Nippon Shokubai Co., Ltd. | Method for production of benzene halide |
US5637757A (en) * | 1995-04-11 | 1997-06-10 | Great Lakes Chemical Corporation | One-pot synthesis of ring-brominated benzoate compounds |
EP0808827A1 (en) * | 1996-05-21 | 1997-11-26 | Nippon Shokubai Co., Ltd. | Production process for aromatic compounds |
US5728760A (en) * | 1995-04-11 | 1998-03-17 | Great Lakes Chemical Corporation | Use of ring-brominated benzoate compounds as flame retardants and/or plasticizers |
US5872283A (en) * | 1996-07-09 | 1999-02-16 | Bayer Aktiengesellschaft | Process for decarboxylation of halogenated aromatic carboxylic acids |
US6075165A (en) * | 1993-01-19 | 2000-06-13 | Bayer Aktiengesellschaft | Process for the preparation of polyhalogenated benzotrifluorides, benzotrichlorides and benzoyl chlorides and new trihalogenobenzotrichlorides and -benzoyl chlorides |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114436762B (en) * | 2021-12-23 | 2024-08-30 | 宁夏忠同生物科技有限公司 | Safe and green production method of pentafluorobenzene |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2122190A (en) * | 1982-05-27 | 1984-01-11 | Ici Plc | Decarboxylation of halogenated benzoic acids or esters |
JPS6245A (en) * | 1985-03-13 | 1987-01-06 | Nippon Shokubai Kagaku Kogyo Co Ltd | Production of 2,3,4,5-tetrafluorobenzoic acid |
JPS6261948A (en) * | 1985-09-09 | 1987-03-18 | ワ−ナ−−ランバ−ト・コンパニ− | Improved manufacture of tetrafluorobenzoic acid |
JPS62209157A (en) * | 1986-03-10 | 1987-09-14 | Japan Synthetic Rubber Co Ltd | Thermoplastic resin composition |
-
1987
- 1987-08-24 JP JP62208303A patent/JP2566976B2/en not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2122190A (en) * | 1982-05-27 | 1984-01-11 | Ici Plc | Decarboxylation of halogenated benzoic acids or esters |
JPS6245A (en) * | 1985-03-13 | 1987-01-06 | Nippon Shokubai Kagaku Kogyo Co Ltd | Production of 2,3,4,5-tetrafluorobenzoic acid |
JPS6261948A (en) * | 1985-09-09 | 1987-03-18 | ワ−ナ−−ランバ−ト・コンパニ− | Improved manufacture of tetrafluorobenzoic acid |
JPS62209157A (en) * | 1986-03-10 | 1987-09-14 | Japan Synthetic Rubber Co Ltd | Thermoplastic resin composition |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6452737A (en) * | 1987-08-25 | 1989-02-28 | Nippon Carbide Kogyo Kk | Production of 2,4,5-trifluorobenzoic acid |
EP0431373A2 (en) * | 1989-11-17 | 1991-06-12 | Asahi Glass Company Ltd. | Processes for producing 5-fluorbenzoic acids and their intermediates |
US5241111A (en) * | 1989-11-17 | 1993-08-31 | Asahi Glass Company Ltd. | Processes for producing 5-fluorobenzoic acids and their intermediates |
US6075165A (en) * | 1993-01-19 | 2000-06-13 | Bayer Aktiengesellschaft | Process for the preparation of polyhalogenated benzotrifluorides, benzotrichlorides and benzoyl chlorides and new trihalogenobenzotrichlorides and -benzoyl chlorides |
US6114590A (en) * | 1993-01-19 | 2000-09-05 | Bayer Aktiengesellschaft | Process for the preparation of polyhalogenated benzotrifluorides, benzotrichlorides and benzoyl chlorides and new trihalogenobenzotrichlorides and -benzoyl chlorides |
US5329054A (en) * | 1993-07-19 | 1994-07-12 | Albemarle Corporation | Decarboxylation process |
EP0635466A1 (en) * | 1993-07-19 | 1995-01-25 | Albemarle Corporation | Decarboxylation process |
US5637757A (en) * | 1995-04-11 | 1997-06-10 | Great Lakes Chemical Corporation | One-pot synthesis of ring-brominated benzoate compounds |
US5728760A (en) * | 1995-04-11 | 1998-03-17 | Great Lakes Chemical Corporation | Use of ring-brominated benzoate compounds as flame retardants and/or plasticizers |
US5763702A (en) * | 1995-09-26 | 1998-06-09 | Nippon Shokubai Co., Ltd. | Method for production of benzene halilde |
EP0767157A1 (en) * | 1995-09-26 | 1997-04-09 | Nippon Shokubai Co., Ltd. | Method for production of benzene halide |
EP0808827A1 (en) * | 1996-05-21 | 1997-11-26 | Nippon Shokubai Co., Ltd. | Production process for aromatic compounds |
US5872283A (en) * | 1996-07-09 | 1999-02-16 | Bayer Aktiengesellschaft | Process for decarboxylation of halogenated aromatic carboxylic acids |
Also Published As
Publication number | Publication date |
---|---|
JP2566976B2 (en) | 1996-12-25 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
PL298717A1 (en) | Cyclic imine derivatives, method of obtaining them and therapeutic agents containing such compounds | |
JPS6425737A (en) | Decarboxylation of halogen-substituted benzenecarboxylic acid | |
ES8603408A1 (en) | 3-Substituted 2-oxindole-1-carboxamides as analgesic and anti-inflammatory agents. | |
DK0483667T3 (en) | Cyclic imino derivatives, drugs containing these compounds and processes for their preparation | |
DE3470750D1 (en) | Process for preparing precursors of polyimides and polyisoindolo-quinazoline diones | |
ES8607969A1 (en) | Substituted naphthyridine-, quinoline- and benzoxazine- carboxylic acids as antibacterial agents and processes for their production. | |
CY1112711T1 (en) | METHOD FOR THE PRODUCTION OF CYCLOPENTA PRODUCERS [g] KINAZOLIN | |
CA1149809A (en) | Isoquinoline derivatives and process for their preparation | |
HUT47531A (en) | Process for producing amide derivatives and pharmaceuticals comprising such compounds | |
UA8018A1 (en) | Process for the preparation of 1-cyclopropyl-7-chloro-6-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid | |
ES8701155A1 (en) | A process for producing N-substituted maleimides. | |
JPS6440467A (en) | Novel substituted diphenylimidazole derivative | |
JPS6452737A (en) | Production of 2,4,5-trifluorobenzoic acid | |
DE3783888D1 (en) | PRODUCTION OF SUBSTITUTED AROMATIC AMINES. | |
JPS55154950A (en) | Novel carboxylic acid amide derivative | |
JPS53108933A (en) | Production of amidinoformic acid derivative | |
DK1109782T3 (en) | Process for Preparation of N-Protected Azetidine-2-Carboxylic Acids (AzeOHs) | |
JPS6452778A (en) | Fulgide compound and production thereof | |
GR3002989T3 (en) | Process for the production of n-acylated mercapto-alpha-amino acids | |
JPS5513202A (en) | Preparation of bismaleimide | |
JPS6468363A (en) | Macrocyclic polyamines having phenol group in ring and production thereof | |
NO871174L (en) | PROCEDURE FOR THE PREPARATION OF DIHYDRO-1H-PYRROLIZIN-3,5- (2H, 6H) -DION. | |
JPS5663981A (en) | Flavan derivative and its acid addition salt | |
EP1170287A4 (en) | Process for preparation of optically active n-substituted azetidine-2-carboxylic acids | |
JPS56133220A (en) | Preparation of aldehyde |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
LAPS | Cancellation because of no payment of annual fees |