2-Aminothiophenol → HCID 18937681, compound

Participants

Reaction Steps

Under the argon atmosphere, to an ice-cooled solution of 2-aminobenzenethiol (0.20 ml, 1.87 mmole) in tetrahydrofuran (15 ml) was added 60% sodium hydride (76 mg, 1.90 mmole), and the mixture was stirred at room temperature for 30 minutes. Ethyl 5-chloro-1-(4-methoxybenzyl)-1,2,3-triazole-4-carboxylate (499 mg, 1.69 mmole) was then added, and the mixture was stirred under ice-cooling for 30 minutes and at room temperature for further 3 hours. The reaction mixture was diluted with water, extracted with ethyl acetate, and washed with water and a saturated aqueous saline. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by chromatography on a silica gel column (hexane:ethyl acetate =3:1-1:4) to give ethyl 5-(2-aminophenylthio)-1-(4-methoxybenzyl)-1,2,3-triazole-4-carboxylate (594 mg, 91.4%).

Provenance & Evidence