Benzoyl chloride → HCID 21873086, compound

Reaction equation

[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:10][C:11]([Cl:20])([Cl:19])[CH:12]([NH2:18])[NH:13][C:14](=[O:17])[CH2:15][Cl:16].C(N(CC)CC)C>CC(C)=O>[Cl:10][C:11]([Cl:19])([Cl:20])[CH:12]([NH:18][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[NH:13][C:14](=[O:17])[CH2:15][Cl:16]

Participants

Procedure

Benzoyl chloride (4.7g) in acetone (5ml) was added dropwise to a solution of 1,1,1-trichloro-2-amino-2-(chloroacetamido)ethane (8g) in acetone (50ml) containing triethylamine (3.4g). The temperature rose to 50°. The mixture was stirred for 2 hours. The salt was filtered off and the filtrate poured into water. The solid formed was collected, washed with water and dried (10g). Recrystallisation from nitromethane gave pure 1,1,1-trichloro-2-benzamido-2-(chloroacetamido)ethane (8.7g. m.p. 211°-213°).