Ethanol → Ethyl 2-benzylthiazole-4-carboxylate

HRID 544424노트

반응식

HRID 544424 반응식
Br[CH2:2][C:3](=O)[C:4]([O:6][CH2:7][CH:8]=C)=[O:5].[C:11]1([CH2:17][C:18]([NH2:20])=[S:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(O)C>N1C=CC=CC=1>[CH2:17]([C:18]1[S:19][CH:2]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:20]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

5

반응물 3

HCID 702EthanolHCID 7313682-PhenylethanethioamideHCID 13102617Allyl bromopyruvate

생성물 1

HCID 1491568Ethyl 2-benzylthiazole-4-carboxylate

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

40 g of allyl bromopyruvate were progressively added to a mixture of 30.2 gof phenylthioacetamide, 120 ml of ethanol and 20 ml of pyridine and the mixture was refluxed for 16 hours. The mixture was evaporated to dryness under reduced pressure and the residue was added to a water-ether mixture.The mixture was stirred and the decanted aqueous phase was extracte with ether. The combined organic phases were evaporated to dryness and the residue was chromatographed over silica gel. Elution with a 7-3 hexane-ethyl acetate mixture yielded 22.5 g of ethyl 2-benzyl-thiazole-4-carboxylate melting at 78°-79° C.

후처리

  1. temperaturethe mixture was refluxed for 16 hours
  2. customThe mixture was evaporated to dryness under reduced pressure
  3. additionthe residue was added to a water-ether mixture.The mixture
  4. customThe combined organic phases were evaporated to dryness
  5. customthe residue was chromatographed over silica gel
  6. washElution with a 7-3 hexane-ethyl acetate mixture

출처 및 근거

ORD 기록
ord-7945e9405fb0499ab04f566604a604d7
출처 데이터셋
uspto-grants-1984_05
특허 번호
US04450169

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