Benzoyl Peroxide → HCID 13309918, compound

HRID 325452Notes

Reaction equation

HRID 325452 reaction equation
[Cl:1][C:2]1[C:3]2[N:4]([CH:12]=[N:13][C:14]=2[C:15]([OH:17])=[O:16])[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[Cl:18]N1C(=O)CCC1=O.C(OOC(=O)[C:37]1[CH:42]=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[CH2:42]([O:16][C:15]([C:14]1[N:13]=[C:12]([Cl:18])[N:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:11]=[C:2]([Cl:1])[C:3]=12)=[O:17])[CH3:37]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 31398ChlorosuccinimideHCID 20464938HCID 20464938, compound

Product 1

HCID 13309918HCID 13309918, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a suspension of 4-chloroimidazo[1,5-a]quinoxaline 3-carboxylic acid (2.7 g) in carbon tetrachloride (50 ml) was added N-chlorosuccinimide (3 g) and trace of benzoyl peroxide. The mixture was stirred and refluxed for 48 hours, then evaporated under vacuum to dryness. The residue was taken up in chloroform, washed with water, dried, concentrated to a small volume, then put through a silica gel dry column (chloroform as eluant). From column, the product was obtained as an off-white solid (1.6 g, 50% yield), m.p. 132°-135° C.

Workup

  1. temperaturerefluxed for 48 hours
  2. customevaporated under vacuum to dryness
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated to a small volume
  6. dry with materialdry column (chloroform as eluant)

Sources & evidence

ORD record
ord-3d01426cfb6e4480a90f72617421a090
Source dataset
uspto-grants-1984_04
Patent number
US04440929

Reaction notes

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