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

HRID 382286Notes

Reaction equation

HRID 382286 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:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[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:19]=[CH:20][C:21]([N+:24]([O-:26])=[O:25])=[CH:22][CH:23]=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 2359871-(2-Bromoethoxy)-4-nitrobenzeneHCID 1354445282-Ethylquinazolin-4(1H)-one

Product 1

HCID 219602034-[2-[2-Ethyl-4-oxo-3,4-dihydro-3-quinazolinyl]ethoxy]nitrobenzeneYield 64.4%

Procedure

The title compound (1.246 g, 64%) was prepared from 2-ethyl-4-oxo-3,4-dihyroquinazoline (1.0 g, 5.7 mmol) and 4-[2-bromoethoxy]nitrobenzene (1.696 g, 6.8 mmol) and K2CO3 (1.58 g, 11.49 mmol) as a base by a similar procedure to that described in preparation 1.

Workup

  1. customthat described in preparation 1

Sources & evidence

ORD record
ord-ca401ddbf35744739809efb4d7610532
Source dataset
uspto-grants-2001_10
Patent number
US06310069B1

Reaction notes

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