Benzoyl Peroxide → HCID 18408764, compound

HRID 993066Notes

Reaction equation

HRID 993066 reaction equation
[C:1]([Si:5]([CH3:23])([CH3:22])[O:6][C:7]1[CH:8]=[C:9]([CH:13]2[C:18](=[O:19])[NH:17][C:16](=[O:20])[NH:15][C:14]2=[O:21])[CH:10]=[CH:11][CH:12]=1)([CH3:4])([CH3:3])[CH3:2].[Br:24]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[C:1]([Si:5]([CH3:23])([CH3:22])[O:6][C:7]1[CH:8]=[C:9]([C:13]2([Br:24])[C:14](=[O:21])[NH:15][C:16](=[O:20])[NH:17][C:18]2=[O:19])[CH:10]=[CH:11][CH:12]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 18408709HCID 18408709, compound

Product 1

HCID 18408764HCID 18408764, compoundYield 65.4%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 5-[3-(tertbutyldimethylsilyloxy)phenyl]barbituric Acid (680 mg), N-bromosuccinimide (432 mg) and dibenzoyl peroxide (catalytic amount) in 10 ml of carbon tetrachloride are stirred at room temperature for 1 hour. The solvent is evaporated off and the residue is purified by silica gel chromatography (eluent:ethyl acetate/hexane 7:3) to give 550 mg of the product, m.p. 170-172° C.

Workup

  1. customThe solvent is evaporated off
  2. customthe residue is purified by silica gel chromatography (eluent:ethyl acetate/hexane 7:3)

Sources & evidence

ORD record
ord-82516837ab6c4bec9fdef8c1eecfbac9
Source dataset
uspto-grants-2002_10
Patent number
US06472396B1

Reaction notes

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