Ethylamine → N-ethylthiophene-2-carboxamide

HRID 356418노트

반응식

HRID 356418 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](Cl)=[O:7].[CH2:9]([NH2:11])[CH3:10]>C(Cl)Cl.O>[CH2:9]([NH:11][C:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)=[O:7])[CH3:10]

참가 물질

5

반응물 2

HCID 6341EthylamineHCID 789282-Thiophenecarbonyl chloride

생성물 1

HCID 5151566N-ethylthiophene-2-carboxamide수율 83.1%

시약·촉매·용매 2

HCID 962Water용매2회HCID 6344Dichloromethane용매

실험 절차

A solution of 2-thiophenecarboxylic acid chloride (7.3 g, 50 mmol) in 30 mL CH2Cl2 was added to 70% ethylamine in water (11 g) at -5° C. and the resulting solution was stirred at RT for 18 h. After that, water was added. The organic layer was separated, washed with water, brine, dried and concentrated. Purification of the residue by flash chromatography with 25% ethyl acetate-hexane gave 6.4 g (83.1% yield) of N-ethyl-2-thiophenecarboxamide as a white solid, m.p. 75°-78° C.

후처리

  1. customThe organic layer was separated
  2. washwashed with water, brine
  3. customdried
  4. concentrationconcentrated
  5. customPurification of the residue by flash chromatography with 25% ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-ee358a915bbd437e8666364a708e389c
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05834447

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