Hydrochloric Acid → 4-Anilino-3-nitro-5-sulphamyl-benzoic acid

HRID 1287722Notes

Reaction equation

HRID 1287722 reaction equation
Cl[C:2]1[C:10]([S:11](=[O:14])(=[O:13])[NH2:12])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].[NH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.Cl>O>[NH:18]([C:2]1[C:10]([S:11](=[O:14])(=[O:13])[NH2:12])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 898934-Chloro-3-nitro-5-sulphamoylbenzoic acid

Product 1

HCID 215060714-Anilino-3-nitro-5-sulphamyl-benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 4-Chloro-3-nitro-5-sulphamyl-benzoic acid (8.4 g), aniline (8.4 g), and water (40 ml) was stirred at 80° C for 2 hours. After the addition of 1N hydrochloric acid (50 ml) and cooling, the precipitated 4-anilino-3-nitro-5-sulphamyl-benzoic acid was collected by suction, washed with water, and recrystallized from aqueous ethanol. The melting point was 261°-262° C.

Workup

  1. temperaturecooling
  2. customthe precipitated 4-anilino-3-nitro-5-sulphamyl-benzoic acid was collected by suction
  3. washwashed with water
  4. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-889439819faa4d3a81cc639a88a8eaed
Source dataset
uspto-grants-1976_10
Patent number
US03985777

Reaction notes

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