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Note | Regular issue | Vol 78, No. 4, 2009, pp.1041-1046
Published online, 12th December, 2008
DOI: 10.3987/COM-08-11593
One-Pot Synthesis of 2-Arylimino-2,3-dihydropyrido[3,2-e]-1,3-thiazin-4-ones by the Reaction of Secondary 2-Chloropyridine-3-carboxamides with Aryl Isothiocyanates

Kazuhiro Kobayashi,* Toshihide Komatsu, Daizo Nakamura, and Hisatoshi Konishi

*Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan

Abstract

A very facile method for the synthesis of 2-arylimino-2,3-dihydropyrido[3,2-e]-1,3-thiazin-4-ones has been developed. Thus, secondary 2-chloropyridine-3-carboxamides undergo addition to aromatic isothiocyanates in the presence of sodium hydride, followed by attack of the sulfur atom of the resulting adducts on the 2-position of the pyridine ring, to give the desired products in fair to good yields.