Dimethylamine → 4-Dimethylaminomethyl-2-hydroxymethylthiazole

Participants

Reaction Steps

When 2-bromo-4-chloromethylthiazole [prepared according to the procedure described in Rev. Roumaine Chim., 10, 897 (1965) (C. A., 64, 8164b 1966)] is reacted with an ethanol solution of dimethylamine and the resultant 2-bromo-4-dimethylaminomethylthiazole is treated with a strong base and formaldehyde according to the general procedure described in Acta Chem. Scand., 20, 2649 (1966) there is produced 4-dimethylaminomethyl-2-hydroxymethylthiazole. When that compound is reacted with thionyl chloride to produce 2-chloromethyl-4-dimethylaminomethylthiazole, and the latter compound is reacted according to the general procedure of Example 15, the title compound is thereby produced.

Provenance & Evidence