An interesting synthesis of thieno[2,3-d][1,2,3]thiadiazole via decomposition/recyclization of 3-methoxycarbonyl-1H-thieno-[2,3- e][1,3,4]thiadiazine 4,4-dioxide

Chad E. Stephens, J. Walter Sowell

Research output: Contribution to journalArticle

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Abstract

Attempted hydrolysis of the ester of 3-methoxycarbonyl-1H-thieno[2,3- e][1,3,4]thiadiazine 4,4-dioxide (I) under acidic conditions gave the ring- contracted thieno[2,3-d][1,2,3]thiadiazole (V) instead of the expected carboxylic acid. In addition to a discussion of the reaction, a plausible mechanism is presented.

Original languageEnglish (US)
Pages (from-to)191-192
Number of pages2
JournalJournal of Heterocyclic Chemistry
Volume37
Issue number1
DOIs
Publication statusPublished - Jan 1 2000
Externally publishedYes

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ASJC Scopus subject areas

  • Organic Chemistry

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