Canadian Journal of Chemistry

Ring opening reactions of N-substituted-5, 6-dihydro-2-methyl-1, 4-oxathiin-3-carboxamides

M Kulka, WA Harrison

Index: Kulka, Marshall; Harrison, W. A. Canadian Journal of Chemistry, 1982 , vol. 60, p. 1101 - 1105

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Citation Number: 3

Abstract

The amides prepared from 5, 6-dihydro-2-methyl-1, 4-oxathiin-3-carbonyl chloride 2 and imidamides 4, carbamimidothioates 4, 2-benzimidazolamine 7, 2-benzothiazolamine 12, and 2-thiazolamine have been studied. The reaction of 2 with imidamides 4 and with carbamimidothioates 4 in the presence of base gave the amides 5, which when heated in toluene underwent the 1, 4-oxathiin ring opening and rearrangement to produce 2- ...