Synthesis, reactions, and biological activity of 1,4-benzothiazine derivatives |
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Authors: | Eman M. H. Abbas and Thoraya A. Farghaly |
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Affiliation: | (1) Department of Chemistry of Natural and Microbial Products, National Research Center, Dokki, Cairo, Egypt;(2) Department of Chemistry, Faculty of Science, University of Cairo, Giza, Egypt; |
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Abstract: | Abstract 6,7-Dimethoxy-2H-1,4-benzothiazin-3(4H)-one reacts with dimethylformamide dimethylacetal (DMF-DMA) to give the novel enaminone 2-(dimethylaminomethylene)-6,7-dimethoxy-2H-1,4-benzothiazin-3(4H)-one. The reaction of the latter with various active methylene compounds afforded pyrido[3,2-b][1,4]benzothiazines. Also, coupling of the enaminone with diazotized aniline derivatives gave 2-(arylhydrazono)-6,7-dimethoxy-2H-1,4-benzothiazin-3(4H)-ones. Spectral data indicated that the latter compounds exist predominantly in the hydrazone tautomeric form. In addition, coupling of the enaminone with diazotized heterocyclic amines afforded tetra- and pentaheterocyclic ring systems. The antitumor and antimicrobial activity of some of the synthesized compounds was screened. |
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