Benzyl Bromide → HCID 19388565, compound

HRID 1757573Notes

Reaction equation

HRID 1757573 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH2:7][N:6]([CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)[C:5]2=[O:20].[H-].[Na+].[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C1(C)C=CC=CC=1.CS(C)=O>[CH2:23]([N:8]1[C:9]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:11][CH:10]=2)[C:5](=[O:20])[N:6]([CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[CH2:7]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

6

Reactant 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 19388563HCID 19388563, compound

Product 1

HCID 19388565HCID 19388565, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolvent2×HCID 1140TolueneSolvent2×

Procedure

3.50 Grammes (11.8 mmoles) of 6-chloro-2,3-dihydro-3-[2-(4morpholinyl)ethyl]-4(1H)-quinazolinone are dissolved in 20 ml of a mixture of toluene and dimethylsulfoxide in a ratio 5:1. The solution is dripped into a suspension containing 340 mg (14.2 mmoles) of 95% sodium hydride in 30 ml of dimethylsulfoxide and the reaction mixture is kept at 40° C. for 30 minutes. Afterwards a mixture containing 2.11 ml (17.7 mmoles) of benzylbromide and 60 ml of toluene is dripped into the solution and the suspension is kept at 40° C. for 4 hours.

Workup

  1. waitthe suspension is kept at 40° C. for 4 hours

Sources & evidence

ORD record
ord-f2b90cf5f5c8492ab11e7cc066601ce0
Source dataset
uspto-grants-1995_08
Patent number
US05446152

Reaction notes

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