Ammonia → 2-Amino-5-nitrobenzenesulfonamide

HRID 1066141Notes

Reaction equation

HRID 1066141 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11]([NH2:14])(=[O:13])=[O:12].[NH3:15]>>[NH2:15][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11]([NH2:14])(=[O:13])=[O:12]

Participants

3

Reactant 2

HCID 222Ammonia2×HCID 667842-Chloro-5-nitrobenzenesulfonamide

Product 1

HCID 153583862-Amino-5-nitrobenzenesulfonamide

Conditions

Temperature
120 °C

Procedure

A suspension of 2-chloro-5-nitrobenzenesulfonamide (8 g) in concentrated aqueous ammonia (80 mL) was saturated with ammonia just before its introduction into a sealed vessel. The former was placed in an autoclave and heated at 120° C. for 5 h. The reaction mixture was then concentrated to the half volume by evaporation under reduced pressure and the resulting precipitate was collected by filtration, washed with water and dried to give the title compound (yield: 6.1 g); m.p. 202-204° C.

Workup

  1. concentrationThe reaction mixture was then concentrated to the half volume by evaporation under reduced pressure
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-8e9e1d62264a454c90321afc7091565f
Source dataset
uspto-grants-2001_06
Patent number
US06242443B1

Reaction notes

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