Water → N-(3,5-Dimethylphenyl)-2-thioxo-1,2-dihydropyridine-3-carboxamide

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Reaction Steps

2-Mercaptonicotinic acid (90 g, 0.58 mol) was suspended in N,N-dimethylformamide (660 mL), and carbonyldiimidazole (110 g, 0.70 mol) was added thereto under ice-cooling, and then the mixture was stirred at room temperature for 2 hours. Water (5.4 mL) was added thereto, the whole was stirred for 40 minutes. 3,5-Xylidine (76 mL, 0.61 mol) was added thereto, and the mixture was stirred for 16 hours at 60° C. The mixture was allowed to stand, water (1.3 L) was added thereto, and then the precipitated solid was filtered off. The solid was dried under reduced pressure at 45° C. to give 130 g of the title reference compound as a yellow solid. (Yield 89%)

Provenance & Evidence