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Methylamine → 4-Methylamino-3-nitroquinoline

HRID 255551
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 255551
O[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].P(Cl)(Cl)(Cl)=O.[CH3:20][NH2:21]>CN(C)C=O.O>[CH3:20][NH:21][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 6329MethylamineHCID 24813Phosphorus oxychlorideHCID 178526762HCID 178526762, Verbindung

Produkt 1

HCID 139583214-Methylamino-3-nitroquinoline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228Dimethylformamide
Lösungsmittel

Versuchsvorschrift

To a solution of 5.7 g (0.30 mole) of 4-hydroxy-3-nitroquinoline in 50 ml of N,N-dimethylformamide was added 9.3 g (0.60 mole) of phosphorus oxychloride. The solution was heated on a steam bath for 5 minutes, then poured with stirring into 200 ml of 40% aqueous methylamine. The mixture was heated on a steam bath for fifteen minutes, then diluted with 200 ml of water. The solid was separated by filtration, then dissolved in dilute hydrochloric acid. The solution was filtered and the filtrate was basified with ammonium hydroxide. The solid precipitate was separated by filtration, washed with water and dried to provide Yellow solid 4-methylamino-3-nitroquinoline, m.p. 167°-171° C.

Aufarbeitung

  1. temperatureThe solution was heated on a steam bath for 5 minutes
  2. additionpoured
  3. temperatureThe mixture was heated on a steam bath for fifteen minutes
  4. customThe solid was separated by filtration
  5. dissolutiondissolved in dilute hydrochloric acid
  6. filtrationThe solution was filtered
  7. customThe solid precipitate was separated by filtration
  8. washwashed with water
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c145f8bf51c94545999de9c06ba1dd10
Quelldatensatz
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04698348

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