G. Coppola, G. Hardtmann
Nov 1, 1979
Citations
0
Influential Citations
9
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
The reaction of 2-chloronicotinonitrile with N-methylmethanesulfonamide and subsequent treatment with base furnished the novel pyrido[2,3-c]-1,2-thiazine ring system 7. Spectrally, it was determined that the predominant tautomer in solution was the 4-amino form 7a. Acidic hydrolysis of 7 furnished the 4-oxo tautomer 8b, compound 8b was alkylated on oxygen with 1-bromopentane in the presence of sodium hydride. Reaction of 8b with isocyanates occurs at the 3 position to produce carboxanilides 10. Spectral characteristics of these compounds are also discussed.