HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Bromide → HCID 178436371, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | [(3-Ethylphenyl)amino]carbonitrile | HCID 10012043 | — |
| Reactant | N-(m-ethylphenyl)-N-ethylcyanamide | HCID 10442201 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178436371 | HCID 178436371 | 88% |
Reaction Steps
N-(m-Ethylphenyl)-N-ethylcyanamide: A suspension of m-ethylphenylcyanamide (2.26 g, 15.45 mmol) and sodium hydride (820 mg, 34.2 mmol, pre-washed thrice with hexane) in anhydrous THF (20 ml) was heated at 80°-85° C. for 2.5 hours. After it was allowed to cool to room temperature ethyl bromide (4.66 g, 42.76 mmol) was added and continued stirring at room temperature for 6 hours. Methanol (20 ml) followed by water (40 ml) were added and then extracted with dichloromethane (3×25 ml). Concentration of the organic layer followed by quick flash chromatography afforded the title compound (2.36 mg, 88%) as a light yellow liquid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05637622 |
| Source dataset | uspto-grants-1997_06 |
| ORD ID | ord-8e79a427922f4134a0009a9267170441 |
| Source note | uspto-grants-1997_06 |