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1 2004

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Studies on Reactions of 3-Benzoyl-4-hydroxypyrido[3,2-e)-1,2-thiazines with Primary Amines and N-Methylhydrazine

Malinka W., Karczmarczyk Z., Kaczmarz M., Świątek P., Urbańczyk-Lipkowska Z.

Polish Journal of Chemistry

2004

Vol. 78 / nr 6

815-829

Reaction of the appropriate 3-benzoyl-4-hydroxypyrido[3,2-e]-1,2-thiazine-1,1-dioxides 2 bearing a methyl or a 3-(4-arylpiperazin-1-yl)propyl group at the nitrogen atom of the thiazine ring with primary amines resulted in enamines of type (E)-3. The related products 8 were obtained by alkylation of 3-phenylpyrazolo[4,3-c]pyrido[3,2-e]-1,2- thiazine-5,5-dioxide 7 with the corresponding 1-aryl-4-(3-chloropropyl)piperazines 9. The structures of the new heterocycles 3 and8, synthesized for pharmaceutical purposes, and of the model compounds 4-6, prepared for comparison of spectral properties, were proven through elemental, IR, 1H NMR and, in some cases (3d, 8a), X-ray data.