Ammonia → 176309-03-8

HRID 1457948Notes

Reaction equation

HRID 1457948 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([Br:11])[C:8]([S:12](Cl)(=[O:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[NH3:16]>>[CH3:1][C:2]1[CH:10]=[C:9]([Br:11])[C:8]([S:12]([NH2:16])(=[O:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 107575884-bromo-5-chlorosulfonyl-2-methyl-benzoic Acid

Product 1

HCID 22101346176309-03-8

Procedure

74.1 g of 2-methyl-4-bromo-5-chlorosulphonylbenzoic acid [obtainable by reacting 2-methyl-4-bromobenzoic acid with chlorosulphonic acid] are stirred, at 10° and over a period of 1.5 h, into 170 ml of a 32% aqueous solution of ammonia, and this mixture is subsequently stirred at room temperature for 3 h. After that, the reaction mixture is concentrated, 50 ml of water are added, and this mixture is acidified with conc. HCl. The resulting precipitate is filtered off with suction and recrystallized from methanol. 2-Methyl-4-bromo-5-aminosulphonylbenzoic acid is obtained, m.p. 237°.

Workup

  1. concentrationAfter that, the reaction mixture is concentrated
  2. addition50 ml of water are added
  3. filtrationThe resulting precipitate is filtered off with suction
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-10e3bed155f74d98a30d146c505fe09f
Source dataset
uspto-grants-1998_12
Patent number
US05849796

Reaction notes

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