Benzoyl Peroxide → HCID 20092920, compound

HRID 274580Notes

Reaction equation

HRID 274580 reaction equation
[C:1]([C:3]1[C:8]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)=[CH:7][N:6]=[CH:5][N:4]=1)#[N:2].[Br:16]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[C:1]([C:3]1[C:8]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][Br:16])=[CH:11][CH:10]=2)=[CH:7][N:6]=[CH:5][N:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 20092979HCID 20092979, compound

Product 1

HCID 20092920HCID 20092920, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A solution of 4-cyano-5-(p-tolyl)pyrimidine (1.2 g, 6 mmol), N-bromosuccinimide (1.15 g, 6 mmol) and benzoyl peroxide (catalytic amount) in carbon tetrachloride (50 ml) was refluxed under light radiation for 1 hour. After cooling, insoluble materials were removed and the filtrate was concentrated to dryness. Recrystallization from ether-isopropyl ether afforded colorless powders (1 g, 59%), m.p. 114°-116° C.

Workup

  1. temperatureAfter cooling
  2. custominsoluble materials were removed
  3. concentrationthe filtrate was concentrated to dryness
  4. customRecrystallization from ether-isopropyl ether afforded colorless powders (1 g, 59%), m.p. 114°-116° C.

Sources & evidence

ORD record
ord-5dd270696a134f1a8e59d4e7f7e152c1
Source dataset
uspto-grants-1995_02
Patent number
US05389641

Reaction notes

Loading…