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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1633355Erstellt: 25. Oktober 2026

Formaldehyde → [2-[[3-(Dimethylamino)propyl](3-nitro-2-pyridinyl)amino]phenyl]phenylmethanone

https://huagongshe.com/reaction/1633355

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktFormaldehydeHCID 712—
EduktSodium HydroxideHCID 14798—
Edukt3-(Dimethylamino)propyl chloride hydrochlorideHCID 94308—
Edukt{2-[(3-Nitropyridin-2-yl)amino]phenyl}(phenyl)methanoneHCID 13388384—
KatalysatorTricaprylylmethyl ammonium chlorideHCID 77620884—
LösungsmittelDichloromethaneHCID 6344—
Produkt[2-[[3-(Dimethylamino)propyl](3-nitro-2-pyridinyl)amino]phenyl]phenylmethanoneHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04480100
Quelldatensatzuspto-grants-1984_10
ORD IDord-701fd3aec3fc461d8a05ce62c09928b7
Quellennotizuspto-grants-1984_10