Studies on heterocyclic compounds. Part XVI. Crystal and molecular structures of three products of 1,4-dipolar cycloaddition of dimethyl acetylenedicarboxylate to benzothiazole
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 22,p. 2316-2321
- https://doi.org/10.1039/p19750002316
Abstract
Benzothiazole reacts with dimethyl acetylenedicarboxylate in methanol to give tetramethyl 1H-pyrido[2,1-b]-benzothiazole-1,2,3,4-tetracarboxylate (6) and dimethyl 4-formyl-2,3-dihydro-1,4-benzothiazine-2,3-dicarboxylate (7). A similar reaction of benzothiazole with dimethyl acetylenedicarboxylate in dimethylformamide affords tetramethyl 4aH-pyrido[2,1-b]benzothiazole-2,3,4,4a-tetracarboxylate (8). The structures of these compounds were confirmed by the 1H and 13C n.m.r. and mass spectra and X-ray analyses.Keywords
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