Sulfuric Acid → Benzenesulfonic acid, 4-amino-3-chloro-

HRID 1073353Notes

Reaction equation

HRID 1073353 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[S:9](=O)(=[O:12])([OH:11])[OH:10]>ClC1C=CC=CC=1Cl>[Cl:1][C:2]1[CH:8]=[C:7]([S:9]([OH:12])(=[O:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 72402-Chloroaniline

Product 1

HCID 66816Benzenesulfonic acid, 4-amino-3-chloro-

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

Starting from 293.5 g of 2-chloroaniline, 460 ml of o-dichlorobenzene and 225.5 g of monohydrate, the reaction was performed as in Example 4. After 4.3 hours at 200° C., the mixture was cooled, filtered off with suction and dried. The isolated solid weighed 489.3 g and contained 51.1% of 2-chloroaniline-4-sulphonic acid, based on the use of 2-chloroaniline, with a selectivity of 100%.

Workup

  1. temperaturethe mixture was cooled
  2. filtrationfiltered off with suction
  3. customdried

Sources & evidence

ORD record
ord-bd44adf4ee944855b64ba2103ce070c1
Source dataset
uspto-grants-1990_11
Patent number
US04968835

Reaction notes

Loading…