Bromine → HCID 21262194, compound

HRID 567662Notes

Reaction equation

HRID 567662 reaction equation
[Br:1]Br.[CH3:3][N:4]1[C:8](=[O:9])[CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:16])[C:6](=[O:17])[N:5]1[CH3:18]>C(Cl)(Cl)Cl>[Br:1][C:7]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:16])[C:8](=[O:9])[N:4]([CH3:3])[N:5]([CH3:18])[C:6]1=[O:17]

Participants

4

Reactant 2

HCID 24408BromineHCID 21262193HCID 21262193, compound

Product 1

HCID 21262194HCID 21262194, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A chloroform solution (5 ml) of 0.33 g (2.1 mmols) of bromine was added dropwise to a solution of 0.50 g (2.1 mmols) of 1,2-dimethyl-4-(2-chlorophenyl)pyrazolidine-3,5-dione in 10 ml of chloroform with ice cooling. The obtained mixture was stirred with ice cooling for 30 minutes. The reaction mixture was washed successively with water, an aqueous solution of saturated sodium hydrogencarbonate and a saturated solution of sodium chloride and was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. Then the residue was washed with hexane, thereby obtaining 0.50 g (yield 75%) of 4-bromo-4-(2-chlorophenyl)-1,2-dimethylpyrazoline-3,5-dione in the form of yellow crystals.

Workup

  1. washThe reaction mixture was washed successively with water
  2. dry with materialan aqueous solution of saturated sodium hydrogencarbonate and a saturated solution of sodium chloride and was dried over anhydrous magnesium sulfate
  3. distillationThe solvent was distilled off under reduced pressure
  4. washThen the residue was washed with hexane

Sources & evidence

ORD record
ord-fb0918d0e529486fa688f983200a7215
Source dataset
uspto-grants-2001_01
Patent number
US06180568B2

Reaction notes

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