Benzenesulfonyl chloride, 4-chloro-3-nitro- → 4-Chloro-3-nitrobenzenesulfonamide

HRID 2355990Notes

Reaction equation

HRID 2355990 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[NH4+:15].[OH-]>C(OCC)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:15])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 7323Benzenesulfonyl chloride, 4-chloro-3-nitro-HCID 14923Ammonium Hydroxide

Product 1

HCID 73244-Chloro-3-nitrobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 0° C. solution of 4-chloro-3-nitrobenzenesulfonyl chloride (12.8 g, 50.0 mmol) in diethyl ether (1 L) was slowly treated with 0° C. concentrated NH4OH (50 mL) and stirred for 30 minutes. The organic layer was dried (MgSO4), filtered, and concentrated to provide the desired product of sufficient purity for subsequent use.

Workup

  1. dry with materialThe organic layer was dried (MgSO4)
  2. filtrationfiltered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b5bb4a51ed93466e9da5d537e931797a
Source dataset
uspto-grants-2010_07
Patent number
US07754886B2

Reaction notes

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