GB861898A - Improvements in or relating to the preparation of cyclic nitriles - Google Patents
Improvements in or relating to the preparation of cyclic nitrilesInfo
- Publication number
- GB861898A GB861898A GB2549659A GB2549659A GB861898A GB 861898 A GB861898 A GB 861898A GB 2549659 A GB2549659 A GB 2549659A GB 2549659 A GB2549659 A GB 2549659A GB 861898 A GB861898 A GB 861898A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloro
- dimethyl
- formamide
- nitro
- benzene
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/14—Preparation of carboxylic acid nitriles by reaction of cyanides with halogen-containing compounds with replacement of halogen atoms by cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Toxicology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Cyclic nitriles are prepared by heating a cyclic compound having at least one halogen atom linked directly to a carbon atom of the cyclic nucleus with cuprous cyanide in a reaction medium comprising a dialkyl carbonamide or dialkyl sulphoxide. Specified p sulphoxides and carbonamides are dimethyl or diethyl formamide, dimethylacetamide and dimethyl or diethyl sulphoxide and they may be used alone or mixed with inert diluents, such as toluene, nitro-or chloro-benzene and formamide. Specified starting materials include 1 : 2-dichloro-3-nitro-benzene, 1 : 3 - dinitro - 3 - chloronaphthalene, 4 - chloro - 3 - nitro - toluene, o - dichloro-benzene, ethyl 2 : 3 - dichlorobenzoate, 1 - chloro - 2 - aminoanthraquinone, 4 - bromo-aniline and 2-bromopyridine. In examples: (1) 2 : 3-dichloronitrobenzene is heated with cuprous cyanide in dimethyl formamide or sulphoxide to give 2-chloro-6-nitrobenzonitrile; (2) 2 : 6-dinitrochlorobenzene is treated as in (1) using dimethyl formamide to give 2 : 6-dinitro-cyanobenzene.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2549659A GB861898A (en) | 1959-07-24 | 1959-07-24 | Improvements in or relating to the preparation of cyclic nitriles |
| CH834160A CH402837A (en) | 1959-07-23 | 1960-07-21 | Process for the preparation of benzonitriles |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2549659A GB861898A (en) | 1959-07-24 | 1959-07-24 | Improvements in or relating to the preparation of cyclic nitriles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB861898A true GB861898A (en) | 1961-03-01 |
Family
ID=10228633
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2549659A Expired GB861898A (en) | 1959-07-23 | 1959-07-24 | Improvements in or relating to the preparation of cyclic nitriles |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB861898A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3144476A (en) * | 1961-03-06 | 1964-08-11 | Shell Oil Co | Separation of dichloronitrobenzenes and benzonitrile production |
| US3155712A (en) * | 1962-03-01 | 1964-11-03 | Union Carbide Corp | Cyanated di-p-xylylenes |
| US3259646A (en) * | 1963-05-13 | 1966-07-05 | Schering Corp | Process for the preparation of p-hydroxybenzonitrile |
| US3284484A (en) * | 1962-04-04 | 1966-11-08 | Nat Smelting Co Ltd | Fluorinated aromatic nitriles and preparation thereof |
| US3499046A (en) * | 1964-08-31 | 1970-03-03 | Us Navy | High temperature reactions of hexafluorobenzene to prepare iodo-and bromo-pentafluorobenzene |
| CN111116399A (en) * | 2019-12-20 | 2020-05-08 | 杨向党 | Process for producing 2, 6-difluorobenzamide |
| CN113038835A (en) * | 2018-11-16 | 2021-06-25 | 爱利思达生命科学有限公司 | Preparation method of 2, 6-dichlorobenzonitrile |
-
1959
- 1959-07-24 GB GB2549659A patent/GB861898A/en not_active Expired
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3144476A (en) * | 1961-03-06 | 1964-08-11 | Shell Oil Co | Separation of dichloronitrobenzenes and benzonitrile production |
| US3155712A (en) * | 1962-03-01 | 1964-11-03 | Union Carbide Corp | Cyanated di-p-xylylenes |
| US3284484A (en) * | 1962-04-04 | 1966-11-08 | Nat Smelting Co Ltd | Fluorinated aromatic nitriles and preparation thereof |
| US3259646A (en) * | 1963-05-13 | 1966-07-05 | Schering Corp | Process for the preparation of p-hydroxybenzonitrile |
| US3499046A (en) * | 1964-08-31 | 1970-03-03 | Us Navy | High temperature reactions of hexafluorobenzene to prepare iodo-and bromo-pentafluorobenzene |
| CN113038835A (en) * | 2018-11-16 | 2021-06-25 | 爱利思达生命科学有限公司 | Preparation method of 2, 6-dichlorobenzonitrile |
| CN113038835B (en) * | 2018-11-16 | 2023-03-28 | 爱利思达生命科学有限公司 | Preparation method of 2, 6-dichlorobenzonitrile |
| US11708322B2 (en) | 2018-11-16 | 2023-07-25 | Arysta Lifescience Inc. | Process for preparation of 2,6-dichlorobenzonitrile |
| CN111116399A (en) * | 2019-12-20 | 2020-05-08 | 杨向党 | Process for producing 2, 6-difluorobenzamide |
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