
Chemistry of Heterocyclic Compounds p. 454 - 457 (1989)
Update date:2022-08-12
Topics:
Rubina, K. I.
Iovel', I. G.
Gol'dberg, Yu. Sh.
Shimanskaya, F. V.
When methylazines (2-, 3-, and 4-methylpyridines, methylpyrazine) are treated with N-chlorosuccinimide they undergo successive chlorination of the methyl group to give 2-chloromethylpyridine, 2-dichloromethylpyridine, and dichloromethylpyrazine in preparative yields. 3-Dichloromethylpyridine was synthesized from pyridine-3-aldehyde and PCl5.The primary chlorination products of 4-methylthiazole are 4-methyl-5-chlorothiazole and 5-chloro-4-chloromethylthiazole.
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