2-Amino-5,5-bis(hydroxymethyl)-1,3-thiazol-4(5H)-one and its spirodioxane compounds in the Mannich reaction |
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| Authors: | S. M. Ramsh A. G. Ivanenko N. L. Medvedskiy D. G. Lagerev D. B. Lazarev L. N. Belobrzeckaja Costa |
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| Affiliation: | (1) St. Petersburg State Technical University, St. Petersburg, 198013, Russia;(2) Institute Toxicology, Ministry of Public Health of Russia, St. Petersburg, 193019;(3) Genoa State University, Genoa, Italy |
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| Abstract: | It was found that the aminomethylation of 2-amino-5,5-bis(hydroxymethyl)-1,3-thiazol-4(5H)-one and its spiro analogs using primary amines is accompanied by cyclization at the amidine fragment of the molecule with annelation of a tetrahydrotriazine ring. When using secondary amines the aminomethylation occurs at the exocyclic nitrogen atom. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1252–1260, August, 2006. |
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| Keywords: | 2-amino-5,5-bis(hydroxymethyl)-1,3-thiazol-4(5H)-one 2-′ amino-2-aryl(hetaryl)spiro-[1,3-dioxan-5,5′ (4′ H)-1′ ,3′ -thiazol]-4′ -ones 5-methyl-and 2-amino-5-ethyl-1,3-thiazol-4(5)-ones aminomethylation |
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