Abstract
Amino benzothiazole (1) and 2-amino-6-methyl benzothiazole (4) in N, N'-dimethyl formamide (DMF) and anhydrous potassium carbonate reacted with bis(methylthio)methylene malononitrile (2) to afford 3-cyano-4-imino-2-methylthio-4H-pyrimido (2,1-b) (1,3) benzothiazole (3) and 3-cyano-4-imino-2- methylthio-8-methyl-4H-pyrimido (2,1-b) (1,3) benzothiazole (5), respectively. The latter were further reacted with selected N-, O- and C- nucleophiles such as aryl and hetaryl amines, substituted phenols and compounds with an active methylene group.
Highlights
A survey of the literature reveals that few references are available on the synthesis and biological activity of heterocycles containing a benzothiazole fused with the pyrimidine ring1-15
There are few references available on the synthesis of heterocycles fused with an iminopyrimidine ring
Yoshihisa Okamoto and et al.20 reported the synthesis of 4-imino-4H pyrido [1,2-a] pyrimidine-3-carbonitirile and ethyl 4imino-4H-thiozolo[1,2-a] pyrimidine-3-carboxylate
Summary
A survey of the literature reveals that few references are available on the synthesis and biological activity of heterocycles containing a benzothiazole fused with the pyrimidine ring1-15. We report the one pot synthesis of new heterocyclic compounds, 3-cyano-4-imino-2methylthio-4H-pyrimido [2,1-b] [1,3] benzothiazole (3) and 3-cyano-4-imino-2-methylthio-8methyl-4H-pyrimido [2,1-b] [1,3] benzothiazole (5) and preparation of their 2-substituted derivatives.
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