Benzoyl Peroxide → HCID 19081406, compound

HRID 1751867Notes

Reaction equation

HRID 1751867 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-2290465173ed4b8295012a7e8a23a61f
Source dataset
uspto-grants-2015_10
Patent number
US09161997B2

Reaction notes

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