GB659483A - A process for the production of alpha-amino-gamma-lactones - Google Patents
A process for the production of alpha-amino-gamma-lactonesInfo
- Publication number
- GB659483A GB659483A GB28251/49A GB2825149A GB659483A GB 659483 A GB659483 A GB 659483A GB 28251/49 A GB28251/49 A GB 28251/49A GB 2825149 A GB2825149 A GB 2825149A GB 659483 A GB659483 A GB 659483A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ring
- amino
- alpha
- secondary amines
- butyrolactones
- 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
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Alpha-amino-butyrolactones are obtained by reacting alpha-halogeno-butyrolactones with secondary amines in the presence of an agent capable of binding hydrogen halide; the latter may be an excess of the secondary amine used or a tertiary base such as pyridine or dimethylaniline or else sodium carbonate. The secondary amines used are of the formula R-NH-R1, where R and R1 are the same or different aliphatic, aromatic, araliphatic, cycloaliphatic or heterocyclic groups, or jointly form a ring. Suitable amines are dimethylamine, diethylamine, dipropylamine, dihexylamine, methylethylamine, ethyldodecylamine, methylaniline, diphenylamine, methylamino-pyridine and piperidine. The reactants are heated together to about 100-150 DEG C. with or without a solvent, under pressure if necessary. Examples show the reaction of dimethylamine with a -chlorobutyrolactone and ethylaniline with a -bromobutyrolactone. The products are soluble in acids and alkalis, in the latter case the ring being opened to give a salt of a -amino-g -hydroxy-butyric acid; the ring may be reclosed by acidification. The Specification as open to inspection under Sect. 91 refers to polymethylene imines as suitable secondary amines and specifies pyrrolidine in addition to piperidine. It is also stated that alkali metal carbonates in general are suitable for binding hydrogen halide. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE659483X | 1948-11-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB659483A true GB659483A (en) | 1951-10-24 |
Family
ID=6582689
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB28251/49A Expired GB659483A (en) | 1948-11-09 | 1949-11-04 | A process for the production of alpha-amino-gamma-lactones |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB659483A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4165322A (en) * | 1977-11-01 | 1979-08-21 | Chevron Research Company | Alkylation of aniline with a lactone in the presence of water |
| US4203904A (en) * | 1978-07-27 | 1980-05-20 | Chevron Research Company | Alkylation of aniline with a lactone in the presence of a base |
| US4289701A (en) * | 1979-11-13 | 1981-09-15 | Chevron Research | Lactone substituted aniline preparation |
| US4310463A (en) * | 1979-02-22 | 1982-01-12 | Chevron Research | 3-(N-Arylamino)-gamma-butyrolactones, butyrolactams and thiobutyrolactones are intermediates for compounds having fungicidal activity |
-
1949
- 1949-11-04 GB GB28251/49A patent/GB659483A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4165322A (en) * | 1977-11-01 | 1979-08-21 | Chevron Research Company | Alkylation of aniline with a lactone in the presence of water |
| US4203904A (en) * | 1978-07-27 | 1980-05-20 | Chevron Research Company | Alkylation of aniline with a lactone in the presence of a base |
| US4310463A (en) * | 1979-02-22 | 1982-01-12 | Chevron Research | 3-(N-Arylamino)-gamma-butyrolactones, butyrolactams and thiobutyrolactones are intermediates for compounds having fungicidal activity |
| US4289701A (en) * | 1979-11-13 | 1981-09-15 | Chevron Research | Lactone substituted aniline preparation |
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