Ammonia → 4-Bromo-2-methoxy-5-sulfamoylbenzoic acid

HRID 652762Notes

Reaction equation

HRID 652762 reaction equation
[NH3:1].[CH3:2][O:3][C:4]1[CH:12]=[C:11]([Br:13])[C:10]([S:14](Cl)(=[O:16])=[O:15])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]>>[CH3:2][O:3][C:4]1[CH:12]=[C:11]([Br:13])[C:10]([S:14](=[O:16])(=[O:15])[NH2:1])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 221014544-Bromo-5-(chlorosulfonyl)-2-methoxybenzoic acid

Product 1

HCID 221014104-Bromo-2-methoxy-5-sulfamoylbenzoic acidYield 85%

Procedure

1,290 ml of 22° Be. ammonia is placed in a 3 liter flask fitted with an agitator and a thermometer. It is cooled, and 805 g of 2-methoxy-4-bromo-5-chlorosulphonyl-benzoic acid is added in stages between 0° and +10° C. The reaction medium is agitated for 1 hour at about +10° C. then the solution is filtered with charcoal. The filtrate is diluted with 300 ml of water and the acid precipitated by adding hydrochloric acid (density 1.18). The precipitate is drained, washed with water and dried in an oven at 50° C. 645 g (85%) of product is obtained, melting at 256° C.

Workup

  1. custom1,290 ml of 22° Be
  2. customfitted with an agitator
  3. temperatureIt is cooled
  4. filtrationthe solution is filtered with charcoal
  5. additionThe filtrate is diluted with 300 ml of water
  6. customthe acid precipitated
  7. additionby adding hydrochloric acid (density 1.18)
  8. washwashed with water
  9. customdried in an oven at 50° C

Sources & evidence

ORD record
ord-00566aa203d94461a72c086ba5e5b022
Source dataset
uspto-grants-1987_06
Patent number
US04673686

Reaction notes

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