Ethanol → HCID 22009660, 화합물

HRID 322326

반응식

HRID 322326 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[S:8])[NH2:7].[K].Cl[C:11]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=O.C(O)C>C(O)(=O)C>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[S:8][C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:11][N:7]=1

참가 물질

5

반응물 3

HCID 702EthanolHCID 7372372-ThiophenecarbothioamideHCID 86756575HCID 86756575, 화합물2회

생성물 1

HCID 22009660HCID 22009660, 화합물수율 63%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

Acetic acid (3.78 ml) was added to a stirred mixture of 2-thiophenecarbothioamide (3.15 g), ethyl chloroformylacetate potassium salt (6.23 g) and ethanol (60 ml). Afte refluxing for 4 h, ethyl chloroformylacetate potassium salt (4.15 g) and acetic acid (2.52 ml) were added, and then the refluxing was continued for further 20 h. The reaction mixture was concentrated, diluted with saturated aqueous sodium bicarbonate, and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and concentrated to give an oil which was purified by silica gel column chromatography. From the fraction eluted with ethyl acetate-hexane (1:1, v/v) the crystals of ethyl 2-(2-thienyl)-5-thiazolecarboxylate (3.29 g, 63%) were obtained. Recrystallization from ethyl acetate-hexane gave colorless needles, mp 61-62° C.

후처리

  1. temperatureAfte refluxing for 4 h
  2. concentrationThe reaction mixture was concentrated
  3. additiondiluted with saturated aqueous sodium bicarbonate
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate layer was washed with water
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated
  8. customto give an oil which
  9. customwas purified by silica gel column chromatography
  10. washFrom the fraction eluted with ethyl acetate-hexane (1:1

출처 및 근거

ORD 기록
ord-1cdddae9b597462c85738ff34a12fc05
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211215B1

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