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ChemInform Abstract: Concerning a Side Reaction in the Condensation of 5-Acetoxy-3-chloropentanone-2 and Thioformamide in the Synthesis of Vitamin B1.

✍ Scribed by M. M. Litvak

Publisher: John Wiley and Sons
Year: 2010
Weight: 29 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199913274

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✦ Synopsis

Concerning a Side Reaction in the Condensation of 5-Acetoxy-3chloropentanone-2 and Thioformamide in the Synthesis of Vitamin B 1 . -The condensation of the title pentanone (I) with in situ formed thioformamide affords a 3-iminomethylthiopentanone intermediate which undergoes cyclocondensation to furnish thiazole derivative (III). The same intermediate, however, is able to undergo a condensation-cycloaddition sequence giving rise to the tricyclic side product (IV) in about 30% yield. -(LITVAK, M. M.;

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