Methyl sulfate(1-) → 2-amino-3-nitro-N-methyl-N-tosylaniline
Reaction equation
[NH2:1][C:2]1[C:18]([N+:19]([O-:21])=[O:20])=[CH:17][CH:16]=[CH:15][C:3]=1[NH:4][S:5]([C:8]1[CH:14]=[CH:13][C:11]([CH3:12])=[CH:10][CH:9]=1)(=[O:7])=[O:6].S([O-])(O[CH3:26])(=O)=O>[OH-].[Na+]>[NH2:1][C:2]1[C:18]([N+:19]([O-:21])=[O:20])=[CH:17][CH:16]=[CH:15][C:3]=1[N:4]([CH3:26])[S:5]([C:8]1[CH:9]=[CH:10][C:11]([CH3:12])=[CH:13][CH:14]=1)(=[O:7])=[O:6]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
0.093 mol (28.5 g) of 2-amino-3-nitro-N-tosylaniline is dissolved in 112 ml of normal sodium hydroxide solution at 30° C. 0.122 mol (15.45 g) of methyl sulphate is added gradually, in the course of 1 hour 30 minutes, whilst stirring. The temperature remains between 35° and 40° C. Towards the end of the addition of the methyl sulphate, 3 ml of 10N sodium hydroxide solution are gradually added simultaneously in order to keep the pH alkaline.