Acetic Acid → 3-[4-(2-chloro-ethoxy)-phenyl]-7-methoxy-2-(4methoxy-phenyl)-2,3-dihydro-1H-quinazolin-4-one

HRID 617123

Reaktionsgleichung

Reaktionsgleichung von HRID 617123
[NH2:1][C:2]1[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][Cl:16])=[CH:9][CH:8]=1)=[O:5].[CH:23](=O)[C:24]1[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=1.C(O)(=O)C>C(O)C>[Cl:16][CH2:15][CH2:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([N:6]2[C:4](=[O:5])[C:3]3[C:2](=[CH:20][C:19]([O:21][CH3:22])=[CH:18][CH:17]=3)[NH:1][CH:23]2[C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 312444-MethoxybenzaldehydeHCID 218510862-Amino-N-[4-(2-chloro-ethoxy)-phenyl]-4-methoxy-benzamide

Produkt 1

HCID 218510803-[4-(2-chloro-ethoxy)-phenyl]-7-methoxy-2-(4methoxy-phenyl)-2,3-dihydro-1H-quinazolin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 14.9 g (0.0465 mol) of 2-amino-N-[4-(2-chloro-ethoxy)-phenyl]-4-methoxy-benzamide in 300 mL of ethanol was added 5.6 mL (0.0465 mol) of p-anisaldehyde and 30 mL of acetic acid. The reaction mixture was stirred and heated under a mild reflux overnight. After cooling to room temperature, the solvent was evaporated in a rotary evaporator. After the addition of diethyl ether and petroleum ether, the oily residue was chilled on ice. The precipitate that formed was collected by vacuum filtration. An analytical sample (mp 157-158° C. was obtained by recrystallization from ethanol.

Aufarbeitung

  1. temperatureheated under
  2. temperaturea mild reflux overnight
  3. customthe solvent was evaporated in a rotary evaporator
  4. additionAfter the addition of diethyl ether and petroleum ether
  5. temperaturethe oily residue was chilled on ice
  6. customThe precipitate that formed
  7. filtrationwas collected by vacuum filtration
  8. customAn analytical sample (mp 157-158° C. was obtained by recrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-9c27583fb6b6467e805c4b8479c0dfba
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05948775

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