N,N-Dimethylaniline → 1-(4-Bromo-3-methylphenyl)imidazolidine-2,4-dione

반응식

C(O[C:4](=[O:10])[NH:5][C:6](=[O:9])[CH2:7]Cl)C.[Br:11][C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][C:13]=1[CH3:19].CN(C)C1C=CC=CC=1>>[Br:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:7][C:6](=[O:9])[NH:5][C:4]2=[O:10])=[CH:14][C:13]=1[CH3:19]

참가 물질

반응물 3

HCID 949N,N-Dimethylaniline

HCID 233594-Bromo-3-methylaniline

HCID 233830Ethyl (2-chloroacetyl)carbamate

생성물 1

HCID 668172481-(4-Bromo-3-methylphenyl)imidazolidine-2,4-dione수율 54.3%

반응 조건

온도: 130 °C

실험 절차

(2-Chloro-acetyl)-carbamic acid ethyl ester (356 mg, 2.15 mmol) was added to 4-bromo-3-methyl-phenylamine (400 mg, 2.15 mmol) and dimethylphenylamine (273 μL, 2.15 mmol) at room temperature. The mixture was stirred at 130° C. for five hours, and the reaction solution was then cooled. The precipitate was collected by filtration and washed with CH3CN to give 1-(4-bromo-3-methyl-phenyl)-imidazolidine-2,4-dione as a colorless solid (314 mg, 54%).