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Iminophosphorane-mediated Syntheses of Cationic and Mesoionic Derivatives of 1,2,4-Triazolo[3,4-b]-[1,3,4]thiadiazole

✍ Scribed by Molina, P. ;Alajarín, M. ;de Vega, M. J. Pérez

Publisher: John Wiley and Sons
Year: 1986
Tongue: English
Weight: 481 KB
Volume: 1986
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.198619860904

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✦ Synopsis

Two general methods are reported for the preparation of 1,2,4-triazolo[3,4-b][1,2,4]thiadiazolium salts 4 from 4-amino-2,4-dihydro-2-methyl-5-(methylthio)-3H-1,2,4-triazol-3thione (1). The first one involves the initial formation of arylidene derivatives 2 which undergo cyclization by the action of phosphorus pentachloride; the second one is based on the reaction of the iminophosphorane 5 with acyl chlorides. The reaction of 5 with acyl isothiocyanates led directly to the mesoionic compounds 6.

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