Hydrochloric Acid → HCID 13986907, Verbindung

HRID 579730Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 579730
[N+:1]([C:4]1[CH:5]=[C:6]([CH:19]=[CH:20][CH:21]=1)/[CH:7]=[CH:8]/[C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1)([O-])=O.Cl.[H-].[OH-].[Na+]>C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH:19]=[CH:20][CH:21]=1)/[CH:7]=[CH:8]/[C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 166653HydrideHCID 53766172-[(E)-2-(3-nitrophenyl)vinyl]quinoline

Produkt 1

HCID 13986907HCID 13986907, VerbindungAusbeute 84,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

An amount of 20.0 g of 2-(trans-3-nitrostyryl) quinoline was dissolved in 1000 ml of ethanol and 100 ml of conc. hydrochloric acid solution containing 49.0 g of stannous chloride.2 hydride was added thereto at room temperature, and the resulting mixture was refluxed for 5 hours. After the reaction mixture was cooled to room temperature, a 30% aqueous sodium hydroxide solution was added to regulate pH value to 13 and then the precipitated solid was collected by filtration and washed with water. After drying under reduced pressure, the precipitate was recrystallized from toluene to give 15.0 g (yield 84%) of the captioned compound as a pale yellowish white substance.

Aufarbeitung

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with water
  4. customAfter drying under reduced pressure
  5. customthe precipitate was recrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-67c4d1031735482693baca4360a91152
Quelldatensatz
uspto-grants-1988_06
Patentnummer
US04749701

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