3,4-Diaminobenzonitrile → 2-Hydroxyquinoxaline-6-carbonitrile

HRID 72124

Reaktionsgleichung

Reaktionsgleichung von HRID 72124
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[NH2:10])[C:5]#[N:6].O.[C:12](O)(=O)[CH:13]=[O:14]>Cl>[O:14]=[C:13]1[CH:12]=[N:1][C:2]2[C:9](=[CH:8][CH:7]=[C:4]([C:5]#[N:6])[CH:3]=2)[NH:10]1

Komponenten

4

Edukt 2

HCID 7372853,4-DiaminobenzonitrileHCID 15620607Glyoxylic acid, monohydrate

Produkt 1

HCID 451217302-Hydroxyquinoxaline-6-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

To a stirred solution of 3,4-diaminobenzonitrile (5.00 g, 37.6 mmol) in 5% aq HCl (20 mL) was added glyoxilic acid monohydrate (4.32 g, 46.9 mmol). The mixture was stirred overnight at rt and filtered. The filter cake was washed with water and MeOH to afford 2-oxo-1,2-dihydroquinoxaline-6-carbonitrile as a grey solid which was used directly in the next step.

Aufarbeitung

  1. filtrationfiltered
  2. washThe filter cake was washed with water and MeOH

Quellen und Nachweise

ORD-Eintrag
ord-f4d6d8765b134ec98904a66135422cd8
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08828985B2

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