HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → 6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylsulfonyl)thieno[2,3-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 6-(1-methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)thieno[2,3-d]pyrimidine | HCID 9927825 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylsulfonyl)thieno[2,3-d]pyrimidine | HCID 17965774 | 56% |
Reaction Steps
m-CPBA (70-75%, 105 mg) was added to a stirred solution of 6-(1-methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)thieno[2,3-d]pyrimidine (example 7) (72 mg) in DCM (5 mL), stirred for 6 hours then 2M Na2S2O3 (2.5 mL) was added. The organic layer was separated and the aqueous layer extracted with DCM (2×15 mL). The combined organics were washed with saturated aqueous NaHCO3 (10 mL), dried (MgSO4), filtered and concentrated in vacuo. Purification by flash chromatography on silica eluting with hexane:EtOAc (1:4) afforded the title compound as a yellow solid (44 mg, 56%);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07427616B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-cc4330b7819b447695cc0f3603161c48 |
| Source note | uspto-grants-2008_09 |