HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 141040557, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Naphthalenecarbonyl chloride | HCID 70146 | — |
| Reactant | HCID 18407251 | HCID 18407251 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 141040557 | HCID 141040557 | 83% |
Reaction Steps
To a stirred mixture of 3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1H-pyrazole-1-carboxamidine (0.75 gram, 2.50 mmol) and 1-naphtoyl chloride (0.4 ml, 2.70 mmol) in acetonitrile (15 ml) was added triethylamine (1 ml). The resulting mixture was stirred at room temperature for 1 hour. After addition of a 2 N sodium hydroxide solution and extraction with ethylacetate, the ethylacetate layer was concentrated in vacua. The resulting crude residue was further purified by means of flash chromatography (petroleum ether/diethyl ether=3/1 (v/v), followed by ethylacetate). Subsequent concentration in vacuo afforded 3-(4-chlorophenyl)-4,5-dihydro-N-(1-naphtoyl)-4-phenyl-1H-pyrazole-1-carboxamidine (0.94 gram, 83% yield). Melting point: 206-207° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06476060B2 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-b8fdb221beab439b985e7355eb449c3b |
| Source note | uspto-grants-2002_11 |