Benzoyl Peroxide → 2-(2-(4,4-Dimethyl-oxazolin-2-yl)-alpha-bromobenzyl)-4,6-dimethoxy pyrimidine

HRID 863754Notes

Reaction equation

HRID 863754 reaction equation
[CH3:1][C:2]1([CH3:24])[CH2:6][O:5][C:4]([C:7]2[CH:23]=[CH:22][CH:21]=[CH:20][C:8]=2[CH2:9][C:10]2[N:15]=[C:14]([O:16][CH3:17])[CH:13]=[C:12]([O:18][CH3:19])[N:11]=2)=[N:3]1.[Br:25]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[CH3:1][C:2]1([CH3:24])[CH2:6][O:5][C:4]([C:7]2[CH:23]=[CH:22][CH:21]=[CH:20][C:8]=2[CH:9]([C:10]2[N:11]=[C:12]([O:18][CH3:19])[CH:13]=[C:14]([O:16][CH3:17])[N:15]=2)[Br:25])=[N:3]1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 19050666HCID 19050666, compound

Product 1

HCID 190506432-(2-(4,4-Dimethyl-oxazolin-2-yl)-alpha-bromobenzyl)-4,6-dimethoxy pyrimidine

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
75 °C

Procedure

0.55 g of 2-(2-(4,4-dimethyl-oxazolin-2-yl)-benzyl)-4,6-dimethoxypyrimidine, 0.30 g of a N-bromosuccinimide, 0.03 g of benzoyl peroxide are dissolved in 60 ml of CCl4 and heated under reflux overnight at 75° C. The reaction mixture is filtered and the filtrate washed with 5% NaHCO3 solution (50 ml), 50 ml of water and the organic phase separated and concentrated to give the title compound.

Workup

  1. temperatureheated
  2. filtrationThe reaction mixture is filtered
  3. washthe filtrate washed with 5% NaHCO3 solution (50 ml), 50 ml of water
  4. customthe organic phase separated
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-91f706ad995a4192bc9dde32ac44cd55
Source dataset
uspto-grants-1996_10
Patent number
US05561101

Reaction notes

Loading…