Benzoyl Peroxide → 6-(Bromomethyl)-2-methyl-4(1H)-quinazolinone

HRID 369802Notes

Reaction equation

HRID 369802 reaction equation
[CH3:1][C:2]1[NH:11][C:10](=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:13])[CH:8]=2)[N:3]=1.[Br:14]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>ClCCCl>[Br:14][CH2:13][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([CH3:1])[NH:11][C:10]2=[O:12]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 1355268562,6-dimethyl-4(3H)-quinazolinone

Product 1

HCID 1354425816-(Bromomethyl)-2-methyl-4(1H)-quinazolinoneYield 65.4%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

According to example 4, 1.00 g of 3,4-dihydro-2,6-dimethyl-4-oxoquinazoline (Sen, A. B.; Gupta, J. K. J. Indian Chem. Soc., 1962, 31, 369) was subjected to bromination using 1.05 g of N-bromosuccinimide (Aldrich) and 0.17 g of benzoyl peroxide in 50 mL of 1,2-dichloro-ethane for 30 min to afford 0.95 g (64%) of 6-bromomethyl-3,4-dihydro-2-methyl-4-oxoquinazoline as a tan solid.

Workup

  1. customfor 30 min

Sources & evidence

ORD record
ord-09f86fabdec54ffa9fe1ef3485403a09
Source dataset
uspto-grants-2000_10
Patent number
US06140100

Reaction notes

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