Aliphatic or alicyclic
N,
N '-disubstituted thioureas were allowed to react with an equimolar amount of 2-chloro-4, 6-dimethylpyrimidine (2-Cl-DMP) or 1/2 molar amount of 2, 4-dichloropyrimidine (2, 4-D-Cl-P) in the presence of hydrochloric acid at room temperature. When the reaction products were heated with an excess sodium hydroxide solution,
N,
N '-disubstituted carbodiimides were obtained in about 1580% yields.
Alkaline solution from 2-Cl-DMP was acidified with acetic acid to give 2-mercapto-4, 6-dimethylpyrimidine in about 6070% of yield, and alkaline solution from 2, 4-D-Cl-P was acidified with hydrochloric acid to give 2, 4-dimercaptopyrimidine in about 8590% of yield.
In the process of above reaetions,
N,
N '-disubstituted ureas were obtained as by-product.
Reactions of
N-phenylbenzimidoyl chloride (
N-Ph-BI-Cl) with thioureas were carried out to observe the formation of carbodiimide and thiobenzanilide.
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