3-Nitrobenzenesulfonyl chloride → Benzenesulfonamide, 3-amino-

HRID 1591011Notes

Reaction equation

HRID 1591011 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10](Cl)(=[O:12])=[O:11])([O-])=O.[N+:14]([C:17]1[CH:18]=[C:19]([S:23](Cl)(=[O:25])=[O:24])[CH:20]=[CH:21][CH:22]=1)([O-])=O>NC1C=CC(S(N)(=O)=O)=CC=1>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH2:14])(=[O:12])=[O:11].[NH2:14][C:17]1[CH:18]=[C:19]([S:23]([NH2:1])(=[O:25])=[O:24])[CH:20]=[CH:21][CH:22]=1

Participants

5

Reactant 2

HCID 84763-Nitrobenzenesulfonyl chlorideHCID 155402-Nitrobenzenesulfonyl chloride

Product 2

HCID 7377Benzenesulfonamide, 3-amino-HCID 728942-Aminobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 5333SulfanilamideSolvent

Procedure

By using (a) 2-nitrobenzenesulfonyl chloride, (b) 3-nitrobenzenesulfonyl chloride instead of 4-nitrobenzenesulfonyl chloride in the above (A), (a') 2-aminobenzenesulfonamide (m.p. 184° C.-186° C.), (b') 3-aminobenzenesulfonamide (m.p. 139° C.-140° C.) were obtained respectively.

Sources & evidence

ORD record
ord-4751ad8f5e0740dab28d626038dcefa1
Source dataset
uspto-grants-1993_04
Patent number
US05205855

Reaction notes

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