Ammonia → 2-Amino-4-chloro-5-methylsulphonylbenzoic acid

HRID 1457946Notes

Reaction equation

HRID 1457946 reaction equation
Cl[C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[NH3:16].Cl>>[NH2:16][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 2210136551521-75-6

Product 1

HCID 221015002-Amino-4-chloro-5-methylsulphonylbenzoic acid

Procedure

50 g of 2,4-dichloro-5-methylsulphonylbenzoic acid [obtainable in accordance with Ex. 2] are heated in an autoclave, at 180° and under a pressure of 30 bar for 12 h, together with 500 ml of a 32% aqueous solution of ammonia. The reaction mixture is then poured onto ice, acidified with conc. HCl and extracted by boiling with methanol. 2-Amino-4-chloro-5-methylsulphonylbenzoic acid is obtained, m.p. 284°-286°.

Workup

  1. additionThe reaction mixture is then poured onto ice
  2. extractionextracted

Sources & evidence

ORD record
ord-9d7560b81a6b439188a4eed328a4eb30
Source dataset
uspto-grants-1998_12
Patent number
US05849796

Reaction notes

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