Pyridine → HCID 22934555, compound

Participants

Reaction Conditions

Reaction Steps

To a solution (20 ml) of methyl benzimidate hydrochloride (2.00 g) in methanol was added methylhydrazine (0.540 g) at 0° C. This mixture was stirred at 0° C. for 1 hr., and at room temperature for 2 hrs., and concentrated. The residue was washed with ether to give colorless crystals. A mixture of these crystals, methyl 4-chloroformylbenzoate (2.32 g) and pyridine (30 ml) was heated under reflux for 1 hr. and poured into iced water. The crystals were collected by filtration and purified by silica gel column chromatography (hexane:ethyl acetate=2:1, volume ratio) to give methyl 4-(1-methyl-5-phenyl-1H-1,2,4-triazol-3-yl)benzoate (1.50 g, yield 44%). Recrystallization from hexane-ethyl acetate gave colorless prism crystals. melting point: 167–168° C.

Provenance & Evidence