Hydrogen Bromide → 2-(3,4-Dichlorophenyl)-6,7-dinitroquinoxaline

HRID 584676

Reaktionsgleichung

Reaktionsgleichung von HRID 584676
Br.[CH3:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([Cl:12])[CH:6]=1)=O.[N+:13]([C:16]1[C:21]([N+:22]([O-:24])=[O:23])=[CH:20][C:19]([NH2:25])=[C:18]([NH2:26])[CH:17]=1)([O-:15])=[O:14]>CS(C)=O>[Cl:12][C:7]1[CH:6]=[C:5]([C:3]2[CH:2]=[N:26][C:18]3[C:19](=[CH:20][C:21]([N+:22]([O-:24])=[O:23])=[C:16]([N+:13]([O-:15])=[O:14])[CH:17]=3)[N:25]=2)[CH:10]=[CH:9][C:8]=1[Cl:11]

Komponenten

5

Edukt 3

HCID 260Hydrogen BromideHCID 75841Ethanone, 1-(3,4-dichlorophenyl)-HCID 44419034,5-Dinitrobenzene-1,2-diamine

Produkt 1

HCID 223412132-(3,4-Dichlorophenyl)-6,7-dinitroquinoxaline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

48% aqueous HBr (8.8 M) (3.4 ml, 30 mmol) was slowly added to a stirred solution of 3,4-dichloroacetophenone (1.89 g, 10 mmol) in DMSO (17 ml). The solution was stirred in an open flask at 55° C. for 24 hours. The solution was poured onto ice, the solid product was filtered, washed with water, and redissolved in ethanol (18 ml). 4,5-Dinitro-1,2-phenylene-diamine (890 mg, 4.5 mmol) was added and the mixture was heated to reflux for 4 hours.

Aufarbeitung

  1. additionThe solution was poured onto ice
  2. filtrationthe solid product was filtered
  3. washwashed with water
  4. dissolutionredissolved in ethanol (18 ml)
  5. temperaturethe mixture was heated
  6. temperatureto reflux for 4 hours

Quellen und Nachweise

ORD-Eintrag
ord-a20703e9de084538bfee31fbd1896e79
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06927214B1

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