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Note | Regular issue | Vol 78, No. 9, 2009, pp.2343-2352
Published online, 28th May, 2009
DOI: 10.3987/COM-09-11711
Transformations of Ethyl 2-Amino-4-(2-ethoxy-2-oxoethyl)thioazole-5-carboxylate into 5-Substituted 2-Amino-4-oxo-4,5-dihydrothiazolo[5,4-c]pyridine-7-carboxylates

Alen Albreht, Uroš Uršič, Jurij Svete, and Branko Stanovnik*

*Faculty of Chemistry and Chemical Technology, University of Ljubljana, Askerceva 5, 1000 Ljubljana, Slovenia

Abstract

Ethyl 4-[1-(dimethylamino)-3-ethoxy-3-oxoprop-1-en-2-yl]-2-[(dime- thylamino)methylideneamino]thiazole-5-carboxylate (2), prepared from ethyl 2-amino-4-(2-ethoxy-2-oxoethyl)thiazole-5-carboxylate (1) according to a known procedure, was transformed with aromatic amines 3a-d into 5-aryl substituted 2-aminothiazolo[5,4-c]pyridine-7-carboxylates 5a-d, while treatment of 2 with monosubstituted hydrazines 6a-h produced 5-N-amino substituted thiazolo[5,4-c]pyridine-7-carboxylates 8a-h.