Dimethylamine → N-(4-butyl-2-nitrophenyl)-2-(dimethylamino)acetamide
Reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:15])[CH2:13]Br)=[C:7]([N+:16]([O-:18])=[O:17])[CH:6]=1)[CH2:2][CH2:3][CH3:4].[CH3:19][NH:20][CH3:21]>C(O)C>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:15])[CH2:13][N:20]([CH3:21])[CH3:19])=[C:7]([N+:16]([O-:18])=[O:17])[CH:6]=1)[CH2:2][CH2:3][CH3:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A suspension of N-(4-n-butyl-2-nitrophenyl)-2-bromoacetamide (41 g) in ethanol (200 ml) was treated with a solution of dimethylamine in ethanol (90 ml of 20% w/w). The mixture was refluxed for one hour and the ethanol was evaporated off. Water (100 ml) was added and the mixture extracted with diethyl ether (3 × 200 ml). The extract was dried over magnesium sulphate, filtered and evaporated to give N-(4-n-butyl-2-nitrophenyl)-2-dimethylaminoacetamide as a yellow oil which was used without further purification in the next stage.