GB790594A - Hydrolysis of aliphatic dinitriles - Google Patents
Hydrolysis of aliphatic dinitrilesInfo
- Publication number
- GB790594A GB790594A GB18998/56A GB1899856A GB790594A GB 790594 A GB790594 A GB 790594A GB 18998/56 A GB18998/56 A GB 18998/56A GB 1899856 A GB1899856 A GB 1899856A GB 790594 A GB790594 A GB 790594A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ammonia
- hydrolysed
- aqueous
- solution
- dinitrile
- 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
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Aliphatic cyanoamides and cyanocarboxylic acids are produced by effecting hydrolysis of one of the two nitrile groups of aliphatic dinitriles in which the nitrile groups are separated by more than three methylene groups using aqueous ammonia or aluminium hydroxide at a temperature of 100-250 DEG C. Advantageously, the dinitrile is treated in the form of an aqueous emulsion for 1-10 hours with approximately 10 times the amount of a solution of the base. Preferably the temperature is from 180-200 DEG and the reaction time 3 hours. An alcoholic aqueous solution can be used but results in less conversion. When ammonia is used, a concentration of 1-5 N is suitable. The product is worked up by filtering, washing with alcohol, evaporating, dissolving in ethyl acetate, filtering and evaporating the solution and finally distilling in vacuum. In examples: (1) adiponitrile is hydrolysed with 2N ammonia and yields o -cyanovaleramide and o -cyanovaleric acid with adipamide as a by-product; (2) adiponitrile is hydrolysed with aqueous aluminium hydroxide; (3) pimelic acid dinitrile hydrolysed with ammonia yields o -cyanocapronamide; (5) suberic acid dinitrile similarly treated gives o -cyanooenanthamide.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH790594X | 1955-07-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB790594A true GB790594A (en) | 1958-02-12 |
Family
ID=4536946
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB18998/56A Expired GB790594A (en) | 1955-07-30 | 1956-06-19 | Hydrolysis of aliphatic dinitriles |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB790594A (en) |
-
1956
- 1956-06-19 GB GB18998/56A patent/GB790594A/en not_active Expired
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