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

HRID 660864

반응식

HRID 660864 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-898df1a07a834e19b27ce607529c941f
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084481B2

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