Sodium Hydroxide → HCID 57889163, compound

HRID 1016155Notes

Reaction equation

HRID 1016155 reaction equation
[CH3:1][S:2]([NH:5][C:6]([C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13]C)=[O:12])=[O:7])(=[O:4])=[O:3].[OH-].[Na+]>CO.O>[CH3:1][S:2]([NH:5][C:6]([C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([OH:13])=[O:12])=[O:7])(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 47269479HCID 47269479, compound

Product 1

HCID 57889163HCID 57889163, compoundYield 42%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Methyl 3-(methylsulfonylcarbamoyl)benzoate (700 mg, 2.72 mmol) was dissolved in methanol at 25° C. with stirring then 1.0 N NaOH (5.56 mL, 5.56 mmol) was added. The reaction mixture was stirred for 20 hours, diluted with water, and the methanol removed in vacuo. The aqueous was washed with diethyl ether (2×) then acidified to pH=3 with 1N HCl. The resulting solution was extracted with ethyl acetate to give 3-(methylsulfonylcarbamoyl)benzoic acid (285 mg, 1.12 mmol, 42% yield). MS found: (M+H)+=244.00.

Workup

  1. stirringThe reaction mixture was stirred for 20 hours
  2. customthe methanol removed in vacuo
  3. washThe aqueous was washed with diethyl ether (2×)
  4. extractionThe resulting solution was extracted with ethyl acetate

Sources & evidence

ORD record
ord-3b004a9360494f6792c4ec76dd769b15
Source dataset
uspto-grants-2011_07
Patent number
US07985861B2

Reaction notes

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