Methanol → 5-(4-Hydroxymethylbenzoyl)-3-thiophene sulfonamide

HRID 1463259Notes

Reaction equation

HRID 1463259 reaction equation
C([O:4][CH2:5][C:6]1[CH:22]=[CH:21][C:9]([C:10]([C:12]2[S:16][CH:15]=[C:14]([S:17]([NH2:20])(=[O:19])=[O:18])[CH:13]=2)=[O:11])=[CH:8][CH:7]=1)(=O)C.C([O-])([O-])=O.[K+].[K+].CO>C(OCC)(=O)C>[OH:4][CH2:5][C:6]1[CH:22]=[CH:21][C:9]([C:10]([C:12]2[S:16][CH:15]=[C:14]([S:17]([NH2:20])(=[O:19])=[O:18])[CH:13]=2)=[O:11])=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 107595215-(4-Acetoxymethylbenzoyl)-3-thiophene sulfonamide

Product 1

HCID 108278525-(4-Hydroxymethylbenzoyl)-3-thiophene sulfonamideYield 0.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

14 mg (41.3 mmol) of 5-(4-acetoxymethylbenzoyl)-3-thiophene sulfonamide and 9 mg (61.8 mmol) of K2CO3 were added to 3 mL of methanol. After stirring at rt for 11 h the solution was diluted with ethyl acetate and washed with 1N HCl followed with water (2×) and brine. The solvent was removed under vacuum to afford 12.5 mg of 5-(4-hydroxymethylbenzoyl)-3-thiophene sulfonamide as a white solid.

Workup

  1. washwashed with 1N HCl
  2. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-7e2976f93b13410196410fba2c02cf85
Source dataset
uspto-grants-1994_04
Patent number
US05300499

Reaction notes

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