4-Toluenesulfonyl chloride → Benzenesulfonamide, 4-methyl-N-(2-methyl-4-nitrophenyl)-

HRID 436546Notes

Reaction equation

HRID 436546 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[CH3:11].C(=O)([O-])[O-].[Na+].[Na+].[C:18]1([CH3:28])[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1>O>[C:18]1([CH3:28])[CH:23]=[CH:22][C:21]([S:24]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=2[CH3:11])(=[O:26])=[O:25])=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 74412-Methyl-4-nitroanilineHCID 10340Sodium Carbonate

Product 1

HCID 4430080Benzenesulfonamide, 4-methyl-N-(2-methyl-4-nitrophenyl)-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

152g (1 mole) of 4-amino-3-methyl-nitrobenzene, 80g of sodium carbonate and 500g of water are mixed, 230g (1.2 moles) of p-toluenesulfonyl chloride were added thereto while stirring, and the reaction was carried out for 3 hours at 70° C to obtain 290g of 4-(N-p-toluenesulfonyl)amino-3-methylnitrobenzene.

Sources & evidence

ORD record
ord-f8309386c7814958bd6d83f963d2a731
Source dataset
uspto-grants-1977_02
Patent number
US04009205

Reaction notes

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