Sodium Bicarbonate → 1-Ethoxycarbonyl-2-(4-methoxy-2-picolylsulfinyl)-1H-thieno[3,4-d]imidazole
Reaction equation
[CH2:1]([O:3][C:4]([N:6]1[C:10]2=[CH:11][S:12][CH:13]=[C:9]2[N:8]=[C:7]1[S:14][CH2:15][C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][N:17]=1)=[O:5])[CH3:2].C(=O)(O)[O-:25].[Na+]>C(Cl)Cl>[CH2:1]([O:3][C:4]([N:6]1[C:10]2=[CH:11][S:12][CH:13]=[C:9]2[N:8]=[C:7]1[S:14]([CH2:15][C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][N:17]=1)=[O:25])=[O:5])[CH3:2]Participants
4
Procedure
To 750 mg (2.1 mmol) of 1-ethoxycarbonyl-2-(4-methoxy-2-picolylmercapto)-1H-thieno[3,4-d]imidazole in 30 ml of methylene chloride and 25 ml of 0.5 N aqueous sodium bicarbonate solution were added dropwise, with stirring, initially 420 mg (2.1 mmol) and then a further 210 mg (1.05 mmol) of 3-chloroperbenzoic acid CH2Cl2. The organic phase was dried over MgSO4 and concentrated in vacuo, and the residue was crystallized from ethyl acetate. Melting point 143° C. (decomposition).