Sodium Hydroxide → HCID 68291922, compound

HRID 339918Notes

Reaction equation

HRID 339918 reaction equation
C[O:2][C:3](=[O:26])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][S:11](=[O:25])(=[O:24])[NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:15]=2[O:22][CH3:23])[CH:5]=1.[OH-].[Na+]>CO>[CH3:23][O:22][C:15]1[CH:16]=[C:17]([O:20][CH3:21])[CH:18]=[CH:19][C:14]=1[CH2:13][NH:12][S:11]([CH2:10][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=1)[C:3]([OH:26])=[O:2])(=[O:25])=[O:24]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68291810HCID 68291810, compound

Product 1

HCID 68291922HCID 68291922, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-[(2,4-dimethoxybenzylsulfamoyl)methyl]benzoic acid methyl ester (5 g) in methanol (20 ml) was added 2M NaOH (20 ml), and the solution was stirred at room temperature for 16 h. The methanol was removed under reduced pressure and the aqueous solution was washed with ethyl acetate, acidified with HCl and extracted with ethyl acetate. The organic phase was dried over magnesium sulfate and concentrated. This gave the product (4.1 g) with a molecular weight of 365.4 g/mol (C17H19NO6S).

Workup

  1. customThe methanol was removed under reduced pressure
  2. washthe aqueous solution was washed with ethyl acetate
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-0de0f28ff2a842ef906c7799fd6fe881
Source dataset
uspto-grants-2014_11
Patent number
US08895547B2

Reaction notes

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