Pyridine → HCID 58610098, compound

Participants

Reaction Steps

Thiosalicylic acid (1.06 g, 6.9 mmol) was suspended in tetrahydrofuran (10 ml). While stirring under ice cooling, pyridine (1.36 g, 17 mmol) and then a tetrahydrofuran solution (5 ml) of 1,1′-biphenylcarbonyl chloride (1.64 g, 7.6 mmol) were dropwise added to the suspension. After the reaction mixture was stirred for 14 hours, the mixture was diluted with water and 6N hydrochloric acid was added thereto to make its liquid property acidic. The mixture was extracted (50 ml×2) with ethyl acetate-tetrahydrofuran (3:1, v/v). The extract was washed with saturated brine and dried over anhydrous magnesium sulfate, followed by distillation to remove the solvent. The residue was recrystallized from ethyl acetate to give the title compound (1.29 g, 56%).

Provenance & Evidence