Acetic Acid → 5-(Benzoxazol-2-yl)-1-(2-(methylthio)ethyl)-2-methylbenzimidazole
Reaction equation
[CH3:1][S:2][CH2:3][CH2:4][NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[N:16]=2)=[CH:8][C:7]=1[N+:21]([O-])=O.[C:24](O)(=O)[CH3:25]>[Fe]>[O:13]1[C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=2[N:16]=[C:12]1[C:9]1[CH:10]=[CH:11][C:6]2[N:5]([CH2:4][CH2:3][S:2][CH3:1])[C:24]([CH3:25])=[N:21][C:7]=2[CH:8]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To N-(2-(methylthio)ethyl)-4-(benzoxazol-2-yl)-2-nitroaniline (370 mg, 1.12 mmol) was added iron powder (188 mg, 3.37 mmol) and acetic acid (5 mL), and this was heated to reflux for 10 hours. After the reaction solution was cooled, it was concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (305 mg, 84% yield) as pink crystals.