Sodium hydride → HCID 67597992, compound

Participants

Reaction Steps

Sodium hydride (0.3 g) and 2-amino-5-(2-pyridylmethyl) thio-1,3,4-thiadiazole (1.3 g) were stirred in tetrahydrofuran (30 ml) for 30 minutes while being cooled with ice. 4-Geranyloxybenzoic acid (1.5 g) and carbonyldiimidazole (1.0 ) were stirred in tetrahydrofuran (30 ml) for 30 minutes at room temperature and the mixture was added to the former reaction mixture. The mixture was stirred for 4 hours at room temperature, and then concentrated under a vacuum. The residue, with water added thereto, was extracted with ethyl acetate. The extract was dried over sodium sulfate anhydride, and then concentrated under a vacuum. The residue was purified by silica gel column chromatography (chloroform:methanol=20:1). The resulting solid was recrystallized from n-hexane/ethanol, thereby yielding 1.9 g of the aimed compound.

Provenance & Evidence