HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Toluene → 2-Amino-4-(2,4-dichloro-phenyl)-5,6-dihydro-benzo[h]quinoline-3-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | 1-Tetralone | HCID 10724 | — |
| Edukt | 2,4-Dichlorobenzylidenemalononitrile | HCID 18089 | — |
| Edukt | Ammonium Acetate | HCID 517165 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-Amino-4-(2,4-dichloro-phenyl)-5,6-dihydro-benzo[h]quinoline-3-carbonitrile | HCID 22663512 | 47,4% |
Reaktionsschritte
A mixture of 2-(2,4-dichloro-benzylidene)-malononitrile (1.125 g, 5 mmol), alpha-tetralone (735 mg, 5 mmol), ammonium acetate (578 mg, 7.5 mmol), and toluene (5 ml) was stirred for 3 h at reflux. Upon cooling to room temperature, the mixture was taken up in ethyl acetate and extracted with satd. NaHCO3, water, and satd. NaCl, and dried over Na2SO4. The solvent was then evaporated and the title compound (868 mg, 47%), MS: m/e=365.9 (M+H+), was isolated from the residue by column chromatography (silica gel, hexanes, ethyl acetate).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06800650B2 |
| Quelldatensatz | uspto-grants-2004_10 |
| ORD ID | ord-db123ef6cc7941fa984100ea1f66978f |
| Quellennotiz | uspto-grants-2004_10 |