Benzoyl Peroxide → HCID 11831777, compound

HRID 232714Notes

Reaction equation

HRID 232714 reaction equation
BrN1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[N+:27]([C:30]1[CH:31]=[C:32]([C:41]([O:43][CH3:44])=[O:42])[CH:33]=[C:34]2[C:39]=1[NH:38][C:37](=[O:40])[CH2:36][CH2:35]2)([O-:29])=[O:28]>C(Cl)(Cl)Cl>[N+:27]([C:30]1[CH:31]=[C:32]([C:41]([O:43][CH3:44])=[O:42])[CH:33]=[C:34]2[C:39]=1[NH:38][C:37](=[O:40])[CH:36]=[CH:35]2)([O-:29])=[O:28]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimide2×HCID 11807058HCID 11807058, compound

Product 1

HCID 11831777HCID 11831777, compoundYield 357.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

10.7 g of N-bromosuccinimide and a catalytic amount of benzoyl peroxide were added to a solution of 2 g of 8-nitro-6-methoxycarbonyl-3,4-dihydrocarbostyril in 200 ml of chloroform. The mixture was refluxed by heating, for 4 hours. Thereto was added an additional amount (5.0 g) of N-bromosuccinimide. The resulting mixture was refluxed by heating, for 1 hour. The reaction mixture was concentrated under reduced pressure. The residue was recrystallized from ethanol two times to obtain 7.1 g of 8-nitro-6-methoxycarbonylcarbostyril as light yellow needles.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureby heating, for 4 hours
  3. temperatureThe resulting mixture was refluxed
  4. temperatureby heating, for 1 hour
  5. concentrationThe reaction mixture was concentrated under reduced pressure
  6. customThe residue was recrystallized from ethanol two times

Sources & evidence

ORD record
ord-5d2f67ec4ab84c8db82e8f16d3265da3
Source dataset
uspto-grants-1997_01
Patent number
US05591751

Reaction notes

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