Thionyl Chloride → HCID 22120448、化合物

HRID 619244ノート

反応式

HRID 619244 の反応式
S(Cl)([Cl:3])=O.[CH2:5]([O:12][C:13]([NH:15][C:16]([C:19]1[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][CH:20]=1)([CH3:18])[CH3:17])=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>CN(C)C=O.ClCCl>[CH2:5]([O:12][C:13]([NH:15][C:16]([C:19]1[CH:27]=[CH:26][C:22]([C:23]([Cl:3])=[O:24])=[CH:21][CH:20]=1)([CH3:18])[CH3:17])=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

参加物

5

反応物 2

HCID 24386Thionyl ChlorideHCID 221204494-[1-Methyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]benzoic acid

生成物 1

HCID 22120448HCID 22120448、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 6344Dichloromethane溶媒

実験手順

Thionyl chloride (0.21 ml) and dimethylformamide (2 drops) were added to a solution of 4-(1-benzyloxycarbonylamino-1-methylethyl)-benzoic acid (780 mg) in dichloromethane (10 ml), and the mixture was refluxed under heating for 1 hour. After the reaction, the solvent was evaporated under reduced pressure to give 4-(1-benzyloxycarbonylamino-1-methylethyl)benzoyl chloride as crystals. Then, the crystals were dissolved in acetonitrile (10 ml), and the solution was dropwise added to a solution of 4-aminopyridine (195 mg) and diisopropylethylamine (0.5 ml) in acetonitrile (10 ml) under ice-cooling. The mixture was stirred at room temperature for 5 hours. After the reaction, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated under reduced pressure, and the obtained crystals were recrystallized from ethyl acetate-hexane to give 750 mg of N-(4-pyridyl)-4-(1-benzyloxycarbonylamino-1-methylethyl)benzamide.

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 1 hour
  3. customAfter the reaction
  4. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-f52b460b8ae14e6da6dcd1ce596e8e10
出典データセット
uspto-grants-1999_09
特許番号
US05958944

反応ノート

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