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

HRID 325382

반응식

HRID 325382 반응식
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]

참가 물질

6

반응물 4

HCID 7918Acetic AnhydrideHCID 516875Potassium PermanganateHCID 688091Ethyl 2-formamidothiazol-4-acetateHCID 178470762HCID 178470762, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

(b)-(ii) 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-formylamino-1,3-thiazol-4-yl)acetate, which can be represented as ethyl 2-(2-formylimino-2,3-dihydro-1,3-thiazol-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-formylamino-1,3-thiazol-4-yl)glyoxylate, which can be represented as ethyl 2-(2-formylimino-2,3-dihydro-1,3-thiazol-4-yl)glyoxylate, (41.5 g.), mp 232° to 233° C. (dec.).

후처리

  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

출처 및 근거

ORD 기록
ord-d920472464ec418eb3914b497b241b58
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04440766

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