Chloral → HCID 70579302, compound

Participants

Reaction Steps

In this preparation 1-methyl-3-phenyl-5-imino-1,3-diazolidine-2,4-dione (10.15 g; 0.05 mol) was dissolved in 80 ml 1,2-dimethoxyethane. Chloral (13.7 g, 1.0 mol) was added followed by the addition of thionyl chloride (11.9 g, 1.0 mol). The temperature of the reaction mixture rose to 45° C. due to the exothermicity of the reaction. One hour later the temperature was back to 23° C. and a solid had formed. The solid (1.1 g) had a melting point 140-150 with some not melting at all. The filtrate was stripped to give 9.6 g of a crude material which was recrystallized from benzene and washed with ether to give 8.2 g (0.02 mol) of 1-methyl-3-phenyl-5-(1,2,2,2-tetrachloroethyl)imino-1,3-diazolidine-2,4-dione melting at 158°-160° C.

Provenance & Evidence