Acetic Anhydride → Ethyl 2-(formylamino)-alpha-oxo-4-thiazoleacetate

HRID 28282

反応式

HRID 28282 の反応式
C(OC(=O)C)(=[O:3])C.[Mn]([O-])(=O)(=O)=O.[K+].[CH:14]([NH:16][C:17]1[S:18][CH:19]=[C:20]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[N:21]=1)=[O:15]>C(O)(=O)C>[CH:14]([NH:16][C:17]1[S:18][CH:19]=[C:20]([C:22](=[O:3])[C:23]([O:25][CH2:26][CH3:27])=[O:24])[N:21]=1)=[O:15]

参加物

6

反応物 4

HCID 7918Acetic AnhydrideHCID 516875Potassium PermanganateHCID 688091Ethyl 2-formamidothiazol-4-acetateHCID 178470762HCID 178470762、化合物

生成物 1

HCID 2733245Ethyl 2-(formylamino)-alpha-oxo-4-thiazoleacetate

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of manganous acetate tetrahydrate (120 g.), acetic acid (1000 ml) and acetic anhydride (100 ml.) was stirred for 20 minutes in an oil bath heated at 130° to 135° C., and to the mixture was added potassium permanganate (20 g.) over 5 minutes at 105° to 110° C. with stirring and then the mixture was further stirred for 30 minutes at 130° to 135° C. The mixture was cooled to room temperature, and to the mixture was added ethyl 2-(2-formylaminothiazol-4-yl)acetate, which can be represented as ethyl 2-(2-formylimino-2,3-dihydrothiazol-4-yl)acetate, (53.5 g.), and then the mixture was stirred for 15 hours at 38° to 40° C. under introduction of air at the rate of 6000 ml. per minute. After the reaction, the precipitates were collected by filtration. The precipitates were washed with acetic acid and water in turn and then dried to give ethyl 2-(2-formylaminothiazol-4-yl)glyoxylate, which can be represented as ethyl 2-(2-formylimino-2,3-dihydrothiazol-4-yl)glyoxylate, (41.5 g.), mp 232° to 233° C. (dec.).

後処理

  1. temperatureheated at 130° to 135° C.
  2. stirringwith stirring
  3. stirringthe mixture was further stirred for 30 minutes at 130° to 135° C
  4. stirringthe mixture was stirred for 15 hours at 38° to 40° C. under introduction of air at the rate of 6000 ml
  5. customAfter the reaction
  6. filtrationthe precipitates were collected by filtration
  7. washThe precipitates were washed with acetic acid and water in turn
  8. customdried

出典と根拠

ORDレコード
ord-7ccb5fd1af4b433096c4032ff4abacd9
出典データセット
uspto-grants-1980_09
特許番号
US04225707

関連ノート

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