Diisopropylethylamine → N-[2-(4-chlorophenyl)-2-oxoethyl]-N'-cyclopropylurea

HRID 660864ノート

反応式

HRID 660864 の反応式
Cl.[NH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)=[O:5].[CH:13]1([N:16]=[C:17]=[O:18])[CH2:15][CH2:14]1.C(N(CC)C(C)C)(C)C>ClCCl>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([C:4](=[O:5])[CH2:3][NH:2][C:17]([NH:16][CH:13]2[CH2:15][CH2:14]2)=[O:18])=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 637659IsocyanatocyclopropaneHCID 27982112-Amino-1-(4-chlorophenyl)ethan-1-one hydrochloride

生成物 1

HCID 58011668N-[2-(4-chlorophenyl)-2-oxoethyl]-N'-cyclopropylurea

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

反応条件

温度
0 °C

実験手順

1000 mg (4.853 mmol) of 2-amino-1-(4-chlorophenyl)ethanone hydrochloride are placed in 20 ml dichloromethane, cooled to 0° C. and treated dropwise with a solution of 363 mg (4.367 mmol) of cyclopropyl isocyanate in 2 ml dichloromethane. It is stirred a further 10 mins at 0° C. and then a solution of 627 mg (4.853 mmol) of N,N-diisopropylethylamine in 4 ml dichloromethane is added dropwise. After two hours' stirring at room temperature the reaction mixture is evaporated and the crude product purified by flash chromatography on silica gel (eluent: dichloromethane/methanol 100:1). 1000 mg (73% of theory) of the target compound are obtained.

後処理

  1. stirringAfter two hours' stirring at room temperature the reaction mixture
  2. customis evaporated
  3. customthe crude product purified by flash chromatography on silica gel (eluent: dichloromethane/methanol 100:1)
  4. custom1000 mg (73% of theory) of the target compound are obtained

出典と根拠

ORDレコード
ord-898df1a07a834e19b27ce607529c941f
出典データセット
uspto-grants-2011_12
特許番号
US08084481B2

反応ノート

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