Benzoyl Peroxide → HCID 14171572, compound

HRID 1639256Notes

Reaction equation

HRID 1639256 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:16])[C:7]3[N:8]([CH:13]=[CH:14][CH:15]=3)[N:9]([CH3:12])[C:10]=2[CH:11]=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[Cl:35]N1C(=O)CCC1=O.[Al]>C1COCC1>[Cl:35][C:13]1[N:8]2[N:9]([CH3:12])[C:10]3[CH:11]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[C:6](=[O:16])[C:7]2=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 7187Benzoyl PeroxideHCID 31398ChlorosuccinimideHCID 5359268AluminumHCID 14171569HCID 14171569, compound

Product 1

HCID 14171572HCID 14171572, compoundYield 70.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution containing 7-chloro-5-methylpyrrolo[1,2-b]cinnolin-10(5H)-one (3.0 g) and a catalytic amount of dibenzoyl peroxide in 50 ml of THF was added portionwise N-chlorosuccinimide (1.74 g) over 15 min. The flask was covered with aluminum foil and the solution stirred at room temperature for 24 hrs. The solution was then concentrated and the residue purified by HPLC (silica, dichloromethane) to give 2.43 g of a yellow powder. This powder was recrystallized from ethanol to give 2.23 g of pale yellow crystals, mp 129°-131°.

Workup

  1. concentrationThe solution was then concentrated
  2. customthe residue purified by HPLC (silica, dichloromethane)

Sources & evidence

ORD record
ord-fcff31a67f994b7582d79efbf6b2e7e7
Source dataset
uspto-grants-1989_11
Patent number
US04883794

Reaction notes

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