Aniline → N-{2-[5-(2-chlorophenyl)-4-methyl-1,2,4-triazol-3-yl]-2-methylpropyl}aniline

Participants

Reaction Steps

2-[5-(2-Chlorophenyl)-4-methyl-1,2,4-triazol-3-yl]-2-methylpropanal (200 mg) was dissolved in 1,2-dichloroethane (4 ml) and then aniline (73 μl) and sodium triacetoxyborohydride (225 mg) were added thereto, followed by stirring at room temperature for 3 days. The reaction solution was diluted with a saturated aqueous sodium bicarbonate solution (30 ml), followed by extraction with chloroform (10 ml×3). The organic layer was dried and then concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (methanol:chloroform=2:98). The resulting solid washed with diethyl ether to obtain 98 mg of N-{2-[5-(2-chlorophenyl)-4-methyl-1,2,4-triazol-3-yl]-2-methylpropyl}aniline (white solid).

Provenance & Evidence