1,2-Dichloroethane → 3-(beta-Chloroethyl)-5-ethyl-5-methyl-hydantoin

반응식

[CH3:1][C:2]1([CH2:9][CH3:10])[NH:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].C(=O)([O-])[O-].[K+].[K+].[Cl:17][CH2:18][CH2:19]Cl>CN(C)C=O>[Cl:17][CH2:18][CH2:19][N:4]1[C:3](=[O:8])[C:2]([CH3:1])([CH2:9][CH3:10])[NH:6][C:5]1=[O:7]

참가 물질

실험 절차

284.3 g of 5-methyl-5-ethyl-hydantoin (2.0 mols), 138.2 g of anhydrous potassium carbonate (1.0 mol), 791.7 g of 1,2-dichloroethane (8.0 mols) and 230 ml of dimethylformamide are subjected to an azeotropic circulatory distillation, analogously to A, for 25 hours at 90°C to 107°C internal temperature (external temperature: 160°C). After completion of the reaction, the mixture is filtered whilst still hot and the filtrate is concentrated on a rotary evaporator at 90°C under a water pump vacuum. The reaction mixture is then dried to constant weight at 90°C and 10-1 mm Hg. 392.5 g. of a brown, clear product (95.9% of theory) are obtained, and purified by vacuum distillation (boiling point0.2 : 147°C). Yield of pure material: 327.3 g (80% of theory). A sample recrystallised from diethyl ether melts at 58.0°C to 59.0°C.