Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | 5-(4-fluorophenyl)-2-hydroxymethyl-4-(4-methylthiophenyl)-1H-imidazole | HCID 53674797 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178504696 | HCID 178504696 | 70% |
Reaction Steps
A mixture of 2-hydroxymethyl-imidazole from step 4 (150 mg, 0.4 mmol), OXONE®(450 mg, excess), water (2 ml), methanol (5 ml) and tetrahydrofuran (3 ml) was stirred at 25° C. for 2 hours. The reaction mixture was diluted with water (20 ml) and extracted with methylene chloride. After removal of solvent, the crude material was recrystallized from toluene to give 80 mg (70%) of 4-(4-fluorophenyl)-2-hydroxymethyl-5-(4-methylsulfonylphenyl)-1H-imidazole: m.p. 115-117° C. Anal. Calc'd. for C17H15N2O3FS. H2O: C, 56.03; 4.70; N, 7.69; S, 8.80. Found: C, 56.02; H, 4.64; N, 7.45; S, 8.90.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06426360B1 |
|---|
| Source dataset | uspto-grants-2002_07 |
|---|
| ORD ID | ord-5428fadb1a6a4e63b72243852f26382f |
|---|
| Source note | uspto-grants-2002_07 |
|---|
