Synthesis of novel derivatives of 2-(azolylimino)thiazoline |
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| Authors: | O S Eltsov V S Mokrushin A V Tkachev |
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| Institution: | (1) Ural State Technical University, 19 ul. Mira, 620002 Ekaterinburg, Russian Federation;(2) N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, 9 prosp. Akad. Lavrent’eva, 630090 Novosibirsk, Russian Federation |
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| Abstract: | 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 haloketones afforded a number of 4-hydroxy-2-imidazolyliminothiazolidines and 2-imidazolylimino-Δ4-thiazolines.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2196–2204, October, 2004. |
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| Keywords: | haloketone alkylation 2-imidazolylimino-Δ 4-thiazolines imidazo[5 1-c]pyrazin-7-ones imidazolylthiourea purine derivatives alkyl halides (N-alkylimidazolyl)isothioureas |
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