Hydrogen Bromide → HCID 18956921, compound

HRID 2379392Notes

Reaction equation

HRID 2379392 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[N:10][C:11](Cl)=[CH:12][C:13]=2O)=[CH:4][CH:3]=1.P(Br)(Br)([Br:18])=O.[BrH:21]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[N:10][C:11]([Br:18])=[CH:12][C:13]=2[Br:21])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24613Phosphorus oxybromideHCID 178516196HCID 178516196, compound2×

Product 1

HCID 18956921HCID 18956921, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-(4'-Chlorophenyl)-4-hydroxy-6-chloropyridazine (Compound 1, 24.1 g, 0.09997 mol) was initially introduced into a reaction flask and a solution of phosphorus oxybromide (85.8 g, 0.3 mol) in toluene (150 ml) was added, and the reaction mixture was then stirred for one hour at room temperature. The mixture was then refluxed gently for three hours, during which process gaseous hydrogen bromide was given off. The mixture was decomposed on ice, which gave a pasty reaction product, which solidified on trituration with petroleum ether. The product was then washed thoroughly with water, isolated and dried to constant weight. 30.0 g (0.0861 mol, 86.1% of theory) of 3-(4'-chlorophenyl)-4,6-dibromopyridazine of m.p.=160°-162° C. were obtained. Recrystallized from an ethanol/dioxane mixture (20+3), the sample showed a melting point of 163°-165° C.

Workup

  1. customgave a pasty reaction product, which
  2. washThe product was then washed thoroughly with water
  3. customisolated
  4. customdried to constant weight

Sources & evidence

ORD record
ord-1ea6a798810e4909a2f9c114fb34a758
Source dataset
uspto-grants-1994_11
Patent number
US05362708

Reaction notes

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