GB631191A - Process of preparing oxazolene compounds - Google Patents
Process of preparing oxazolene compoundsInfo
- Publication number
- GB631191A GB631191A GB36881/46A GB3688146A GB631191A GB 631191 A GB631191 A GB 631191A GB 36881/46 A GB36881/46 A GB 36881/46A GB 3688146 A GB3688146 A GB 3688146A GB 631191 A GB631191 A GB 631191A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- treating
- methyl
- benzyl
- product
- 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
Landscapes
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
2-Benzyl-4-methoxymethylene-5-oxazolone is manufactured by reacting a -phenacetamido-b : b -dimethoxypropionic acid with an excess of acetic anhydride, concentrating under reduced pressure to remove acetic acid and non-reacted acetic anhydride, washing with petroleum ether to cause the residue to solidify, and recrystallizing and drying the product. If desired, the product is hydrolysed in an aqueous alkaline solution (e.g. aqueous caustic soda) to form an alkali metal salt of 2-benzyl-4-hydroxymethylene-5-oxazolone, or, by acidification of the alkaline solution produced (e.g. with hydrochloric acid), the free hydroxy compound. The various stages are illustrated by examples. Specification 585,089 is referred to. a - Phenacetamido - b : b - dimethoxypropionic acid is obtained by treating methyl a -formyl-a -phenacetamidoacetate with dry methanol and dry hydrogen chloride to produce methyl a -phenacetamido-b : b -dimethoxypropionate, and treating this successively with an alkali metal hydroxide (e.g. caustic soda) and an acid (e.g. sulphuric acid) to form the free acid. Methyl a -formyl-a -phenacetamidoacetate is prepared by treating phenacetamidoacetic acid methyl ester with methyl formate in dry benzene in the presence of sodium methoxide and treating the product with dilute sulphuric acid. The Specification as open to inspection under Sect. 91 comprises also examples of the preparation of: (a) the dinitrophenylhydrazone of methyl a -formylphenaceturate by treating phenacetylglycine methyl ester with methyl formate in ether in the presence of sodium methoxide and treating the product with a hydrochloric acid solution of 2 : 4-dinitrophenylhydrazine; (b) the benzylamide of a -phenacetamido-b : b -dimethoxypropionic acid by heating the methyl ester of the acid with benzylamine; (c) b -methoxy-a -phenacetamidoacrylic acid by heating b : b -dimethoxy-a -phenacetamidopropionic acid with acetic anhydride, sodium acetate and piperidine; (d) 2-benzyl-4-benzyl-aminomethylene-5-oxazolone by treating 2-benzoyl - 4 - methoxymethyleneoxazolone with benzylamine in ether; (e) penaldic amide-2 : 4-dinitrophenylhydrazone by shaking 2-benzyl-4-methoxymethylene-5-oxazolone with aqueous ammonia and treating the product with 2 : 4-dinitrophenylhydrazine. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US631191XA | 1945-12-21 | 1945-12-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB631191A true GB631191A (en) | 1949-10-28 |
Family
ID=22047048
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB36881/46A Expired GB631191A (en) | 1945-12-21 | 1946-12-13 | Process of preparing oxazolene compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB631191A (en) |
-
1946
- 1946-12-13 GB GB36881/46A patent/GB631191A/en not_active Expired
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