Potassium Carbonate → 4-[2-[2-Ethyl-4-oxo-3,4-dihydro-3-quinazolinyl]ethoxy]benzaldehyde

HRID 841992Notes

Reaction equation

HRID 841992 reaction equation
[CH2:1]([C:3]1[NH:12][C:11](=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1)[CH3:2].Br[CH2:15][CH2:16][O:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1.C([O-])([O-])=O.[K+].[K+]>>[CH2:1]([C:3]1[N:12]([CH2:15][CH2:16][O:17][C:18]2[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=2)[C:11](=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1)[CH3:2]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 2627064-(2-Bromoethoxy)BenzaldehydeHCID 1354445282-Ethylquinazolin-4(1H)-one

Product 1

HCID 219601544-[2-[2-Ethyl-4-oxo-3,4-dihydro-3-quinazolinyl]ethoxy]benzaldehydeYield 27%

Procedure

The title compound (5.0 g, 27%) was prepared from 2-ethyl-4-oxo-3,4-dihydroquinazoline (9.2 g, 57.5 mmol) and 4-(2-bromoethoxy)benzaldehyde (14.5 g, 69.0 mmol) in the presence of K2CO3 (14.6 g, 115.0 mmol) as base, by a similar procedure to that described in preparation 1.

Workup

  1. customthat described in preparation 1

Sources & evidence

ORD record
ord-904a5168fe40464fa023bec89d3b775a
Source dataset
uspto-grants-2002_04
Patent number
US06372750B2

Reaction notes

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