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Paper | Regular issue | Vol 36, No. 10, 1993, pp.2291-2301
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6421
An Efficient Procedure for the Synthesis of Pyrazolo]3,4-d][1,3]thiazine-4-ones

Chiara B. Vicentini, Augusto C. Veronese, Salvatore Guccione, Mario Guarneri, Maurizio Manfrini, and Paolo Giori*

*Dipartimento di Scienze Farmaceutiche, Università di Ferrara, via Fossato di Mortara 17, I-44100, Ferrara, Italy


Trichloromethyl chloroformate reacts with N-(1-alkyl/aryl-5-pyrazolyl)thiocarboxamides (2a-j) to give pyrazolo[3,4-d][1,3]thiazin-4-ones (3) while it reacts with N-(3-methyl-5-pyrazolyl)thiobenzamide (2m) to give the pyrazolo[1,5-c][1,3,5]thiadiazine-4-one (4). Heating under reflux in formic acid of homologues (3g-i) bearing a tert-butyl group linked to pyrazole N-1 atom afforded the dealkylated derivatives (3k-m).