Ammonium Hydroxide → 4-Acetylamino-3-nitrobenzenesulfonamide

HRID 1415502Notes

Reaction equation

HRID 1415502 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][C:6]=1[N+:15]([O-:17])=[O:16])(=[O:3])[CH3:2].[OH-].[NH4+:19]>>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH2:19])(=[O:13])=[O:12])=[CH:7][C:6]=1[N+:15]([O-:17])=[O:16])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 129630674-Acetamido-3-nitrobenzene-1-sulfonyl chloride

Product 1

HCID 142266934-Acetylamino-3-nitrobenzenesulfonamide

Procedure

13.1 G. of 4-Acetylamino-3-nitrobenzenesulfonylchloride is suspended in 130 ml. of concentrated ammonium hydroxide and stirred at room temperature for 11/2 hours. The reaction mixture is concentrated to 1/3 of the original volume by boiling, cooling and filtering. The solid material is recrystallized from 70% ethanol/water affording 7.5 g. of 4-acetylamino-3-nitrobenzenesulfonamide, m.p. 182°-183° C.

Workup

  1. concentrationThe reaction mixture is concentrated to 1/3 of the original volume
  2. temperaturecooling
  3. filtrationfiltering
  4. customThe solid material is recrystallized from 70% ethanol/water affording 7.5 g

Sources & evidence

ORD record
ord-cad4824abf5a4897879d48dca37a3f31
Source dataset
uspto-grants-1977_01
Patent number
US04005199

Reaction notes

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