期刊
RUSSIAN CHEMICAL BULLETIN
卷 53, 期 10, 页码 2293-2302出版社
SPRINGER
DOI: 10.1007/s11172-005-0116-8
关键词
haloketone; alkylation; 2-imidazolylimino-Delta(4)-thiazolines; imidazo[5,1-c]pyrazin-7-ones; imidazolylthiourea; purine derivatives; alkyl halides; (N-alkylimidazolyl)isothioureas
Successive alkylation of 5-(3-phenylthioureido)-3H-imidazole-4-carboxamides with alkyl halides and chloroacetone gave (N-oxopropylimidazolyl)isothioureas, which were easily converted into derivatives of purine and imidazopyrazinone. In the case of ethyl 5-(3-phenylthioureido)-3H-imidazole-4-carboxylate, primary alkylation occurs at the N atom of the imidazole ring. Reactions of 5-(3-phenylthioureido)-3H-imidazole-4-carboxamides with halo-ketones afforded a number of 4-hydroxy-2-imidazolyliminothiazolidines and 2-imidazolylimino-Delta(4)-thiazolines.
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