HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → HCID 59251291, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 59251315 | HCID 59251315 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59251291 | HCID 59251291 | 77% |
Reaction Steps
A suspension of 2-[2-(4-bromo-2-chlorophenyl)-1-(2,6-dichlorophenyl)-1H-imidazol-4-yl]-propan-2-ol (230 mg, 0.50 mmol) in MeCN (4 mL, anhyd) was charged with N-chlorosuccinimide (70 mg, 0.52 mg) and then heated at 70 C. After 22 h the reaction mixture was charged with additional N-chlorosuccinimide (67 mg, 0.50 mmol) and heated at 85 C. After 40 h (total reaction time) the reaction mixture was allowed to cool to ambient temperature, concentrated and purified by chromatography (silica, EtOAc/Hex, 0:100 to 30:70) to give the title compound (0.19 g, 77%) as a white solid. 1H-NMR (DCM-d2): δ 7.61 (d, 1H), 7.42-7.45 (m, 2H), 7.36 (m, 1H), 7.27 (dd, 1H), 7.10 (d, 1H), 3.33 (s, 1H), 1.65 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569352B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-29fb038d79374737b38cd9cf4d9e2d85 |
| Source note | uspto-grants-2013_10 |