Methanol → HCID 13318612, compound

HRID 734730Notes

Reaction equation

HRID 734730 reaction equation
[NH2:1][S:2]([C:5]1[C:6]([Cl:15])=[CH:7][C:8]([F:14])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])(=[O:4])=[O:3].[CH3:16]O>S(=O)(=O)(O)O.CCOC(C)=O>[NH2:1][S:2]([C:5]1[C:6]([Cl:15])=[CH:7][C:8]([F:14])=[C:9]([CH:13]=1)[C:10]([O:12][CH3:16])=[O:11])(=[O:3])=[O:4]

Participants

5

Reactant 2

HCID 887MethanolHCID 124625724-Chloro-2-fluoro-5-sulfamoylbenzoic acid

Product 1

HCID 13318612HCID 13318612, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 8857Ethyl AcetateSolvent

Procedure

5-(Aminosulfonyl)-4-chloro-2-fluorobenzoic acid (507 mg, 2.0 mmol) in CH3OH (3 mL) with 3 drops of concentrated sulfuric acid was heated at 80° C. for 60 hours. The reaction mixture was diluted with EtOAc (20 mL), washed with water, brine, and dried (Na2SO4). The solvent was evaporated to afford the product (508 mg, 95%) as a white solid. MS (ES+) m/z 268 [M+H]+.

Workup

  1. washwashed with water, brine
  2. dry with materialdried (Na2SO4)
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-6b6ebbc1a3f14e38b56bd92dc5659ec0
Source dataset
uspto-grants-2009_09
Patent number
US07592357B2

Reaction notes

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