HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → 2-[[4-(4-Trifluoromethylbenzyloxy)-2-pyridinyl]methylsulfinyl]-1H-thieno[3,4-d]imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 2-[4-(4-Trifluoromethylbenzyloxy)-2-picolylmercapto]-1H-thieno[3,4-d]imidazole | HCID 14425999 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[[4-(4-Trifluoromethylbenzyloxy)-2-pyridinyl]methylsulfinyl]-1H-thieno[3,4-d]imidazole | HCID 14426000 | — |
Reaction Steps
A solution of 0.5 g (2.5 mmol, 85%) of m-chloroperbenzoic acid in 10 ml of dichloromethane is added dropwise with stirring at 0° to 5° C. to 1.0 g (2.37 mmol) of the title compound from Example 6 in a two-phase mixture of 200 ml of dichloromethane and 100 ml of aqueous KH2PO4 /Na2HPO4 buffer solution (pH=7.5). The organic phase is separated off, shaken with saturated aqueous NaHCO3 solution, dried over MgSO4, clarified over activated charcoal and concentrated. The crystalline evaporation residue is treated with ethyl acetate, filtered off with suction and washed twice with a little ethyl acetate. The colorless crystalline product is dried in vacuo, m.p. 149° C. with decomposition.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05114955 |
| Source dataset | uspto-grants-1992_05 |
| ORD ID | ord-d774b5f84d5248fdb0281b39d95fd780 |
| Source note | uspto-grants-1992_05 |