Benzoyl Peroxide → HCID 19081406, compound

HRID 1392864Notes

Reaction equation

HRID 1392864 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH3:12])=[C:8]([Cl:13])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[Br:14]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH2:12][Br:14])=[C:8]([Cl:13])[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 138222642-tert-butyl-5-chloro-4-methylpyridazin-3-(2H)-one

Product 1

HCID 19081406HCID 19081406, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

2-tert-butyl-4-methyl-5-chloro 3(2H)-pyridazinone (3 g, 15 mmol) is dissolved in 25 ml of carbon tetrachloride and to it is added N-bromosuccinimide (2.6 g, 15 mmol) and benzoyl peroxide (14 mg). The mixture is then refluxed for 6 hours after which it is cooled and filtered. The filtrate is washed with water and dried. After removing the organic solvent the crude residue obtained is purified by flash chromatography (silica gel; ethyl acetate/hexanes: 9:1) to obtain the product.

Workup

  1. temperatureThe mixture is then refluxed for 6 hours after which it
  2. temperatureis cooled
  3. filtrationfiltered
  4. washThe filtrate is washed with water
  5. customdried
  6. customAfter removing the organic solvent the crude residue
  7. customobtained
  8. customis purified by flash chromatography (silica gel; ethyl acetate/hexanes: 9:1)
  9. customto obtain the product

Sources & evidence

ORD record
ord-5eef8a562673428fa0951a9c7a109651
Source dataset
uspto-grants-2008_03
Patent number
US07344702B2

Reaction notes

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