Benzoyl Peroxide → HCID 20092923, compound

HRID 274585Notes

Reaction equation

HRID 274585 reaction equation
[C:1]([C:3]1[C:4]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)=[N:5][CH:6]=[N:7][CH:8]=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>[Br:16][CH2:15][C:12]1[CH:13]=[CH:14][C:9]([C:4]2[C:3]([C:1]#[N:2])=[CH:8][N:7]=[CH:6][N:5]=2)=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 200929434-(4-Methylphenyl)-5-pyrimidinecarbonitrile

Product 1

HCID 20092923HCID 20092923, compoundYield 105.5%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 5-cyano-4-(p-tolyl)pyrimidine (2.5 g, 12.8 mmol), N-bromosuccinimide (2.4 g, 13.5 mmol) and benzoyl peroxide (catalytic amount) in carbon tetrachloride (100 ml) was refluxed under light radiation for 1 hour. After cooling, insoluble materials were removed and the filtrate was concentrated to dryness to afford a yellow syrup (3.7 g, 100%).

Workup

  1. temperaturewas refluxed under light radiation for 1 hour
  2. temperatureAfter cooling
  3. custominsoluble materials were removed
  4. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-8a0010ea70a54f8cb71f7da42286d8b5
Source dataset
uspto-grants-1995_02
Patent number
US05389641

Reaction notes

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