Anthranilamide → 2-(3-methoxyphenyl)quinazolin-4(3H)-one

HRID 1017535Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1017535
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[CH3:11][O:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH:16]=O>CC(N(C)C)=O>[CH3:11][O:12][C:13]1[CH:14]=[C:15]([C:16]2[NH:6][C:4](=[O:5])[C:3]3[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=3)[N:1]=2)[CH:18]=[CH:19][CH:20]=1

Komponenten

4

Edukt 2

HCID 6942AnthranilamideHCID 115693-Methoxybenzaldehyde

Produkt 1

HCID 1354863992-(3-methoxyphenyl)quinazolin-4(3H)-oneAusbeute 16,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

2-Aminobenzamide (30) (1.0 g, 7.3 mmol) and 3-methoxybenzaldehyde (34) (1.0 g, 7.3 mmol) were heated with stirring in DMAC (20 ml) at 80° C. for 2 h and then poured into ice water (200 ml). The precipitate was collected, washed with water, then dried and purified by column chromatography (silica gel-ethyl acetate/n-hexane) to afford 43 (0.3 g, 15.0%) and 61 (1.4 g, 75.2%) as pale yellow powder. Yield, mp, and spectral data are given in Table 1.

Aufarbeitung

  1. customThe precipitate was collected
  2. washwashed with water
  3. customdried
  4. custompurified by column chromatography (silica gel-ethyl acetate/n-hexane)

Quellen und Nachweise

ORD-Eintrag
ord-e7836cef411d4e559316193769bcd575
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06479499B1

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