HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 13853371, compound → HCID 59199389, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 13853371 | HCID 13853371 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59199389 | HCID 59199389 | — |
Reaction Steps
To a solution of 1-thiochroman-4-yl-1H-imidazole, which can be prepared as described in Example 16, (130 mg, 0.60 mmol) in methanol (3 mL) at 0° C. is added dropwise a solution of Oxone® (excess) in water (3 mL). The reaction mixture is stirred overnight at room temperature. The reaction is then concentrated an the resulting residue is purified by silica gel flash chromatography (0:1 to 1:19 methanol-dichloromethane), to afford 1-(1,1-dioxo-thiochroman-4-yl)-1H-imidazole; MS: (ESI) m/z 249.1 (M+H); 1H NMR (400 MHz, MeOD) δ ppm 2.83-3.13 (m, 2 H), 3.42-3.65 (m, 1 H), 3.64-3.82 (m, 1 H), 6.18 (t, J=7.1 Hz, 1 H), 7.14 (d, J=7.6 Hz, 1 H), 7.49-7.78 (m, 4 H), 8.02 (d, J=8.0 Hz, 1 H), 9.06 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436035B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-72c40cae593546c4ac24f18b1b68f231 |
| Source note | uspto-grants-2013_05 |