MANNICH REACTION IN THE SYNTHESIS OF N,S-CONTAINING HETEROCYCLES. 14. UNEXPECTED FORMATION OF THIAZOLO[3,2-<i>a</i>]PYRIDINES IN THE AMINOALKYLATION OF N-METHYLMORPHOLINIUM 4-ARYL-3-CYANO-6-OXO-1,4,5,6-TETRAHYDROPYRIDINE-2-THIOLATES BY ISOBUTYRALDEHYDE AND PRIMARY AMINES

Abstract

Treatment of N-methylmorpholinium 4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridine-2-thiolates with an excess of isobutyraldehyde and primary aromatic amines in refluxing ethanol gives the corresponding 7-aryl-3-arylamino-2,2-dimethyl-5-oxo-2,3,6,7-tetrahydro-5H-thiazolo[3,2-a]pyridine-8-carbonitriles in 18-38% yields.

Authors: V. V. Dotsenko and S. G. Krivokolysko.

English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (4), pp 672-676

http://link.springer.com/article/10.1007/s10593-012-1042-y