Hydrogen Bromide → HCID 14253477, compound

HRID 1164903Notes

Reaction equation

HRID 1164903 reaction equation
Br.C[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14](=[O:15])[CH2:13][C:12]([C:16]3[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=3)=[N:11]2)=[CH:6][CH:5]=1>C(O)(=O)C>[OH:3][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[C:14](=[O:15])[CH2:13][C:12]([C:16]3[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=3)=[N:11]2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 14253471HCID 14253471, compound

Product 1

HCID 14253477HCID 14253477, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a mixture of 1 ml of 47% hydrobromic acid and 1 ml of acetic acid was added 267 mg of 1-(4-methoxyphenyl)-3-(3-pyridyl)-2-pyrazolin-5-one and stirred under reflux for 6 hours. After distilling off the solvent, water and aqueous NaHCO3 solution were added to the residue to adjust the pH value to 4 and extraction was made using ethyl acetate. After drying and concentrating the organic layer, the residue was recrystallized from ethanol to obtain 162 mg of Compound No. 10 as colorless crystals.

Workup

  1. temperatureunder reflux for 6 hours
  2. distillationAfter distilling off the solvent, water and aqueous NaHCO3 solution
  3. additionwere added to the residue
  4. extractionto 4 and extraction
  5. customAfter drying
  6. concentrationconcentrating the organic layer
  7. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-8f1f36a385124f22b479ae48ee56a542
Source dataset
uspto-grants-1990_03
Patent number
US04906644

Reaction notes

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