Synthesis of 2??thioxo??3??benzothiazolineacetonitrile and related products

JJ D'Amico, L Suba, PG Ruminski

文献索引：D'Amico, John J.; Suba, Lydia; Ruminski, Peter G. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 1479 - 1482

全文：HTML全文

被引用次数: 10

摘要

Abstract Attempts to thermally rearrange 2-benzothiazolylthioacetonitrile (1) to the titled compound 8 failed. The reaction of 3-chloromethyl-2-benzothiazolinethione with potassium cyanide in dimethylformamide (DMF) or dimethylsulfoxide (DMSO) at 25-30 afforded 8 in 98% yield. Whereas replacing the DMF or DMSO solvent with acetone furnished the unexpected sulfide 9 in 92% yield. Substituting 3-chloromethyl-2-benzoxazoline-thione as ...