5-(4-Hydroxymethylbenzoyl)-3-thiophene sulfonamide → 5-(4-Formylbenzoyl)-3-thiophene sulfonamide
Reaction equation
[OH:1][CH2:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[S:13][CH:12]=[C:11]([S:14]([NH2:17])(=[O:16])=[O:15])[CH:10]=2)=[O:8])=[CH:5][CH:4]=1>O=[Mn]=O.C1COCC1>[CH:2]([C:3]1[CH:4]=[CH:5][C:6]([C:7]([C:9]2[S:13][CH:12]=[C:11]([S:14]([NH2:17])(=[O:16])=[O:15])[CH:10]=2)=[O:8])=[CH:18][CH:19]=1)=[O:1]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
30 mg (0.1 mmol) of 5-(4-hydroxymethylbenzoyl)-3-thiophene sulfonamide and 300 mg of MnO2 were added to 5 mL of THF. After stirring at rt for 30 min the mixture was filtered through a bed of celite and eluted with ethyl acetate. The filtrate was concentrated and the crude product subjected to flash chromatography utilizing 1:1 ethyl acetate/hexane as the eluent to recover 16 mg of 5-(4-formylbenzoyl)-3-thiophene sulfonamide as a yellow solid.