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Synthesis and Reactions of New Thiazoles and Pyrimidines Containing Sulfonate Moiety

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JOURNAL OF HETEROCYCLIC CHEMISTRY
卷 55, 期 4, 页码 964-970

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WILEY
DOI: 10.1002/jhet.3126

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  1. Sohag University Faculty of Science, Chemistry Department, Egypt

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Treatment of 2-tosyloxybenzylidinethiosemicarbazone (2) with active halo compounds afforded thiazoles 3-5. Moreover, reaction of compound 2 with acetic anhydride or dimethylformamide dimethylacetal gave N, N diacetyl 6 and dimethylamino derivatives 7, respectively. Cyclization of thiazole derivatives 3 with some arylidenemalononitriles yielded thiazolo[2,3-d]pyrans 8-12. Multicomponent reaction of 2-tosyloxybenzaldehyde (1) with urea, thiourea, or compound 2 and ethyl acetoacetate or acetylacetone afforded pyrimidines 13-14. The structures of compounds were elucidated by elemental and spectral analyses.

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