Water → HCID 14072239, compound

HRID 1165427Notes

Reaction equation

HRID 1165427 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[C:12]([Br:15])=[C:11](Br)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[Cl:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22][OH:23])=[CH:20][CH:19]=1.[OH-].[K+].O>CN(C)C=O>[Br:15][C:12]1[C:13](=[O:14])[N:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:9]=[CH:10][C:11]=1[O:23][CH2:22][C:21]1[CH:24]=[CH:25][C:18]([Cl:17])=[CH:19][CH:20]=1

Participants

6

Reactant 4

HCID 962WaterHCID 133974-Chlorobenzyl alcoholHCID 14797Potassium HydroxideHCID 13062233HCID 13062233, compound

Product 1

HCID 14072239HCID 14072239, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 35 ml of N,N-dimethylformamide were dissolved 1.5 g (4.1 m mol) of 2-(4-chlorophenyl)-4,5-dibromo-3(2H)-pyridazinone and 0.59 g (4.1 m mol) of p-chlorobenzyl alcohol, and thereto was added 0.27 g of powdery potassium hydroxide. The reaction mixture was stirred for one day at room temperature. The resulting solution was poured into water and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous sodium sulfate and freed of solvent by distillation under reduced pressure. The crystals thus obtained were recrystallized from ethyl acetate-benzene to give 1.4 g of the intended compound.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationfreed of solvent by distillation under reduced pressure
  5. customThe crystals thus obtained
  6. customwere recrystallized from ethyl acetate-benzene

Sources & evidence

ORD record
ord-a96d3e0f7d7644289e6d2f1cbbc6dc43
Source dataset
uspto-grants-1990_03
Patent number
US04910201

Reaction notes

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