Methanol → Methyl 4-sulphamoylbenzoate

HRID 1585068Notes

Reaction equation

HRID 1585068 reaction equation
[NH2:1][S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:14]O>OS(O)(=O)=O>[NH2:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:9]([O:11][CH3:14])=[O:10])=[CH:12][CH:13]=1)(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 887MethanolHCID 8739Carzenide

Product 1

HCID 89847Methyl 4-sulphamoylbenzoate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 4-(aminosulfonyl)benzoic acid (16 g, 79.6 mmol) (Step 1) in methanol (600 ml), conc. H2SO4 (1.2 ml) was added and the mixture was heated at reflux for 4 days. The solvent was removed and washed with ether. The white solid (16.5 g, 96%) was used in the next reaction without further purification.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 4 days
  3. customThe solvent was removed
  4. washwashed with ether
  5. customThe white solid (16.5 g, 96%) was used in the next reaction without further purification

Sources & evidence

ORD record
ord-5a92b08e6f5f413ea7c58fcba71bec1d
Source dataset
uspto-grants-1999_08
Patent number
US05935990

Reaction notes

Loading…