8-Ethoxy-2-(4-methoxy-phenyl)-5,6-dihydro-quinazoline → 2-(4-Methoxy-phenyl)-6,7-dihydro-5H-quinazolin-8-one

HRID 1175131

Reaction equation

HRID 1175131 reaction equation
C([O:3][C:4]1[C:13]2[N:12]=[C:11]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[N:10]=[CH:9][C:8]=2[CH2:7][CH2:6][CH:5]=1)C>C(O)(=O)C.O>[CH3:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([C:11]2[N:10]=[CH:9][C:8]3[CH2:7][CH2:6][CH2:5][C:4](=[O:3])[C:13]=3[N:12]=2)=[CH:15][CH:16]=1

Participants

3

Reactant 1

HCID 595585378-Ethoxy-2-(4-methoxy-phenyl)-5,6-dihydro-quinazoline

Product 1

HCID 595585112-(4-Methoxy-phenyl)-6,7-dihydro-5H-quinazolin-8-one

Reagents, catalysts & solvents 1

HCID 21899381Acetic acid--water (1/1)Solvent

Procedure

8-Ethoxy-2-(4-methoxy-phenyl)-5,6-dihydro-quinazoline (860 mg; 3.05 mmol) is dissolved in acetic acid/water (16 ml/1.6 ml) and refluxed for 15 minutes. Evaporation to dryness delivers the title compound as yellow crystals. 1H-NMR (400 MHz; DMSO-d6): 9.04 (s, 1H); 8.34 (d, 2H); 7.10 (d, 2H); 3.86 (s, 3H); 2.99 (t, 2H); 2.79 (t, 2H); 2.15 (m, 2H). MS (m/z) ES+: 255 (MH+).

Workup

  1. temperaturerefluxed for 15 minutes
  2. customEvaporation to dryness

Sources & evidence

ORD record
ord-5defc4733dfa4469abe1fa0e1719400c
Source dataset
uspto-grants-2010_11
Patent number
US07838674B2

Linked notes

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