N-bromobutanimide → 9-bromomethyl-3-methylbenzo[f]quinazolin-1(2H)-one

HRID 23900Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 23900
[CH3:1][C:2]1[NH:11][C:10](=[O:12])[C:9]2[C:8]3[CH:13]=[C:14]([CH3:17])[CH:15]=[CH:16][C:7]=3[CH:6]=[CH:5][C:4]=2[N:3]=1.[Br:18]N1C(=O)CCC1=O>C1C=CC=CC=1>[Br:18][CH2:17][C:14]1[CH:15]=[CH:16][C:7]2[CH:6]=[CH:5][C:4]3[N:3]=[C:2]([CH3:1])[NH:11][C:10](=[O:12])[C:9]=3[C:8]=2[CH:13]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 135622202HCID 135622202, Verbindung

Produkt 1

HCID 1354009769-bromomethyl-3-methylbenzo[f]quinazolin-1(2H)-oneAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

To a hot solution of 3,9-dimethylbenzo[f]quinazolin-1(2H)-one (4.00 g, 17.9 mmol) in benzene (2000 ml) under nitrogen was added N-bromo-succinimide (4.00 g, 22.5 mmol). The reaction mixture was stirred just below reflux for 30 minutes, then at a gentle reflux for 30 minutes. The resulting suspension was allowed to cool for 2 hours, the solid filtered and dried at 70° C. under reduced pressure to give 9-bromomethyl-3-methylbenzo[f]quinazolin-1(2H)-one (4.32 g, 83% purify by NMR).

Aufarbeitung

  1. temperaturebelow reflux for 30 minutes
  2. temperatureat a gentle reflux for 30 minutes
  3. temperatureto cool for 2 hours
  4. filtrationthe solid filtered
  5. customdried at 70° C. under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0e6eae7fee3943c690805ab50892e697
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06855712B2

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