Diethylamine → Diethyl[5-(4-nitrophenyl)furfuryl]amine hydrochloride

HRID 1833421

Reaktionsgleichung

Reaktionsgleichung von HRID 1833421
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:16][C:13]([CH2:14][Cl:15])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:17]([NH:19][CH2:20][CH3:21])[CH3:18]>C1C=CC=CC=1>[ClH:15].[CH2:17]([N:19]([CH2:20][CH3:21])[CH2:14][C:13]1[O:16][C:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[CH:11][CH:12]=1)[CH3:18]

Komponenten

4

Edukt 2

HCID 8021DiethylamineHCID 152120842-(Chloromethyl)-5-(4-nitrophenyl)furan

Produkt 1

HCID 21389362Diethyl[5-(4-nitrophenyl)furfuryl]amine hydrochlorideAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A solution of 47 g (0.20 mole) of 5-(4-nitrophenyl)furfuryl chloride and 58 g (0.80 mole) of diethylamine in 250 ml of benzene was heated under reflux for 8 hrs. After cooling to room temperature, the solid diethylamine hydrochloride (28 g, 95%) was collected by filtration and discarded. The filtrate was washed with 10% aqueous Na2CO3 and water and dried over MgSO4. The solvent was removed on a rotary evaporator, and the residual oil was dissolved in 250 ml of anhydrous ether and 50 ml of absolute methanol. The solution was treated with hydrogen chloride, and the solid which was deposited was collected by filtration to give 45 g (73%) of diethyl[5-(4-nitrophenyl)furfuryl]amine hydrochloride. Recrystallization from CH3NO2 gave an analytical sample, m.p. 220°-237° (dec.).

Aufarbeitung

  1. temperatureunder reflux for 8 hrs
  2. filtrationthe solid diethylamine hydrochloride (28 g, 95%) was collected by filtration
  3. washThe filtrate was washed with 10% aqueous Na2CO3 and water
  4. dry with materialdried over MgSO4
  5. customThe solvent was removed on a rotary evaporator
  6. dissolutionthe residual oil was dissolved in 250 ml of anhydrous ether
  7. additionThe solution was treated with hydrogen chloride
  8. filtrationthe solid which was deposited was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-d3a0c711bcfb4dc3a8b909bb71c72b55
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04066672

Verknüpfte Notizen

Wird geladen…