HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178439130, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluorophenyl isothiocyanate | HCID 15241 | — |
| Reactant | 1-Amino-3-(3,4-dichlorophenyl)-3-methylbutan-2-one hydrobromide | HCID 66741009 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 178439130 | HCID 178439130 | 35.3% |
Reaction Steps
A mixture of 1-amino-3-(3,4-dichlorophenyl)-3-methylbutan-2-one hydrobromide (900 mg, 2.75 mmol), 4-fluorophenyl isothiocyanate (464 mg, 3.029 mmol), and Et3N (570 uL, 4.13 mmol) in dry benzene (20 mL) was heated at reflux 6 h. The reaction mixture was concentrated under reduced pressure, diluted with acetic acid (9 mL) and then heated at reflux 5 h. After cooling to room temperature and concentrating, the crude product was purified by flash column chromatography to afford 5-(2-(3,4-dichlorophenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole-2-thiol (370 mg). 1H NMR (400 MHz, CDCl3) δ 7.15 (m, 2H), 6.91 (m, 2H), 6.80 (m, 2H), 6.62 (m, 2H), 1.61 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846739B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-72ab3983319c498288fd9cded17ad724 |
| Source note | uspto-grants-2014_09 |