HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Formaldehyde → [2-[[3-(Dimethylamino)propyl](3-nitro-2-pyridinyl)amino]phenyl]phenylmethanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Formaldehyde | HCID 712 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | 3-(Dimethylamino)propyl chloride hydrochloride | HCID 94308 | — |
| Edukt | {2-[(3-Nitropyridin-2-yl)amino]phenyl}(phenyl)methanone | HCID 13388384 | — |
| Katalysator | Tricaprylylmethyl ammonium chloride | HCID 77620884 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | [2-[[3-(Dimethylamino)propyl](3-nitro-2-pyridinyl)amino]phenyl]phenylmethanone | HCID 54525496 | — |
Reaktionsschritte
A mixture 2 g (0.006 mole) of [2-[(3-nitro-2-pyridinyl)amino]phenyl]phenylmethanone, 3 g (0.019 mole) of 3-dimethylaminopropyl chloride hydrochloride, 10 ml of 50% aqueous sodium hydroxide, 5 drops tricaprylylmethyl ammonium chloride (phase transfer catalyst) and 15 ml methylene chloride was stirred and maintained at reflux for 18 hrs. Chemical ionization mass spectral analysis indicated only a trace of the starting methanone was present with good conversion to the title compound. The reaction mixture was partially neutralized with 10% hydrochloric acid. The diluted but still basic mixture was extracted with methylene chloride and the methylene chloride layer evaporated to give 1.1 g brown residue predominantly the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04518603 |
| Quelldatensatz | uspto-grants-1985_05 |
| ORD ID | ord-2fa674b05ad344a5aebc1360cd166856 |
| Quellennotiz | uspto-grants-1985_05 |