Ethylamine → N-ethylthiophene-2-carboxamide

HRID 356418ノート

反応式

HRID 356418 の反応式
[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]

参加物

5

反応物 2

HCID 6341EthylamineHCID 789282-Thiophenecarbonyl chloride

生成物 1

HCID 5151566N-ethylthiophene-2-carboxamide収率 83.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ee358a915bbd437e8666364a708e389c
出典データセット
uspto-grants-1998_11
特許番号
US05834447

反応ノート

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