Sodium Hydroxide → HCID 22620944, compound

HRID 610762Notes

Reaction equation

HRID 610762 reaction equation
[OH-].[Na+].[CH3:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10]C)=[O:9])=[C:6]([N:14](S(C)(=O)=O)[S:15]([CH3:18])(=[O:17])=[O:16])[CH:5]=1.CC1C=CC(C(OC)=O)=C(NS(C)(=O)=O)C=1>CO>[CH3:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([OH:10])=[O:9])=[C:6]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[CH:5]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 22620995Methyl 2-[bis(methylsulfonyl)amino]-4-methylbenzoateHCID 22621226HCID 22621226, compound

Product 1

HCID 22620944HCID 22620944, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An aqueous solution of sodium hydroxide (11.0 g) was added to a solution of a mixture of methyl 4-methyl-2-[N,N-bis(methylsulphonyl)amino]benzoate and methyl 4-methyl-2-(N-methylsulphonylamino)benzoate (23.26 g) in methanol and the resulting suspension was heated at reflux for 1 hour. It was cooled and the methanol was removed by evaporation. The aqueous solution was acidified and the resultant solid was filtered off to give 4-methyl-2-(N-methylsulphonylamino)benzoic acid (16.42 g) as a cream solid, m.p. 202-205° C.

Workup

  1. temperaturethe resulting suspension was heated
  2. temperatureat reflux for 1 hour
  3. temperatureIt was cooled
  4. customthe methanol was removed by evaporation
  5. filtrationthe resultant solid was filtered off

Sources & evidence

ORD record
ord-954e4f28e4a74207aca33cc2dc88807d
Source dataset
uspto-grants-1999_12
Patent number
US05998653

Reaction notes

Loading…