Ammonia → 2-[4-(4-Oxo-1,4-dihydropyridin-1-yl)phenyl]-4H,6H-1,3,4-thiadiazin-5-one

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A stirred mixture of 2-(4-aminophenyl)-4H,6H-1,3,4-thiadiazin-5-one (1.0 g), 4H-pyran-4-one (0.51 g). water (20 ml ) and concentrated hydrochloric acid (0.42 ml), was heated under reflux for 3 hours. The warm solution was neutralised with concentrated aqueous ammonia and cooled to give a solid, 1.33 g. Recrystallisation from methanol gave the title compound, 0.89 g, m.p. 289-291° C.

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