Thionyl Chloride → N-chloromethylcarbamic acid 3-chlorophenyl ester

Participants

Reaction Conditions

Reaction Steps

62 ml (0.85 mole) of thionyl chloride were added to 167 g (0.775 mole) of N-methoxymethylcarbamic acid 3-chlorophenyl ester in 200 ml of carbon tetrachloride. After the evolution of gas had ceased, the mixture was cooled to 0° C, while keeping the reaction mixture stirrable by adding carbon tetrachloride. The precipitate which had separated out was filtered off, rinsed with cold carbon tetrachloride and dried in vacuo at 40° C. 119.5 g (70% of theory) of N-chloromethylcarbamic acid 3-chlorophenyl ester of melting point 90° C were obtained.

Provenance & Evidence