Thionyl Chloride → 4-Chloro-7-nitroquinazoline hydrochloride

HRID 279649Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 279649
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([C:8](=O)[NH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].S(Cl)([Cl:17])=O>CN(C=O)C>[ClH:17].[Cl:17][C:8]1[C:7]2[C:12](=[CH:13][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[N:11]=[CH:10][N:9]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 862228007-Nitroquinazolin-4(3H)-one

Produkt 1

HCID 226250614-Chloro-7-nitroquinazoline hydrochlorideAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 7-nitro-3,4-dihydroquinazolin-4-one (J. Chem. Soc. 1950, 1104-1111) (5 g, 26 mmol) in thionyl chloride (50 ml) and DMF (1 ml) was heated at reflux for 1.5 hours. Excess thionyl chloride was removed by evaporation and the residue azeotroped with toluene. The residue was suspended in ether, collected by filtration and dried under vacuum to give 4-chloro-7-nitroquinazoline hydrochloride (6.4 g, 100%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 1.5 hours
  3. customExcess thionyl chloride was removed by evaporation
  4. customthe residue azeotroped with toluene
  5. filtrationcollected by filtration
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ff8521bdf531431b97f951af53840bce
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06362336B1

Notizen zur Reaktion

Wird geladen…