Sodium Hydroxide → 4-[(Methylsulfonyl)amino]benzoic acid sodium salt

HRID 1249185Notes

Reaction equation

HRID 1249185 reaction equation
[OH-].[Na+:2].[CH3:3][S:4]([NH:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=1)(=[O:6])=[O:5]>O>[Na+:2].[CH3:3][S:4]([NH:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([O-:14])=[O:13])=[CH:10][CH:9]=1)(=[O:6])=[O:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 2506534-(Methylsulfonamido)benzoic acid

Product 1

HCID 236984714-[(Methylsulfonyl)amino]benzoic acid sodium saltYield 97.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 500 ml of water is added 63.4 g (1.59 mole) of sodium hydroxide and the mixture is stirred until all the solid has dissolved. To this is slowly added 310 g (1.44 mole) of 4-[(methylsulfonyl)amino]benzoic acid. The reaction is stirred for 15 minutes at ambient temperature after all the solid has dissolved. After removal of the water in vacuo, the residue is triturated with isopropyl alcohol, evaporated, triturated with acetone and concentrated in vacuo. The solid is dried under vacuum for 72 hours to provide 333.7 g of the title compound.

Workup

  1. dissolutionhas dissolved
  2. stirringThe reaction is stirred for 15 minutes at ambient temperature after all the solid
  3. dissolutionhas dissolved
  4. customAfter removal of the water in vacuo
  5. customthe residue is triturated with isopropyl alcohol
  6. customevaporated
  7. customtriturated with acetone
  8. concentrationconcentrated in vacuo
  9. customThe solid is dried under vacuum for 72 hours

Sources & evidence

ORD record
ord-a625e143f2114861847906e0868be8ad
Source dataset
uspto-grants-1986_12
Patent number
US04629739

Reaction notes

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