HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
p-Toluenesulfonic acid → 4-(5,6-dimethyl-1H-benzo[d]imidazol-2-yl)-2-fluorobenzo-nitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | p-Toluenesulfonic acid | HCID 6101 | — |
| Edukt | 4,5-Dimethyl-1,2-phenylenediamine | HCID 76635 | — |
| Edukt | 2-Fluoro-4-formylbenzonitrile | HCID 11217339 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 4-(5,6-dimethyl-1H-benzo[d]imidazol-2-yl)-2-fluorobenzo-nitrile | HCID 67605884 | 68% |
Reaktionsschritte
To a solution of 2-fluoro-4-formylbenzonitrile 1 (100 mg, 0.7 mmol) and 4,5-dimethyl benzene-1,2-diamine 2 (109 mg, 0.8 mmol) in ethanol (10 ml) was added a catalytic amount of p-toluenesulfonic acid (0.5 mg, 0.5 mmol). The mixture was stirred reflux for 2 hours and concentrated by rotor evaporation. The crude material was purified through column chromatography with 40% ethyl acetate in hexane to yield compound 3 as white solid (68% yield, 121 mg, confirmed by LCMS: 266.20).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08835445B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-bfcf62b3d635493ba4417b87b12b94db |
| Quellennotiz | uspto-grants-2014_09 |