Sodium Acetate → HCID 14989225, compound

HRID 1030920Notes

Reaction equation

HRID 1030920 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][OH:17])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C([O-])(=[O:20])C.[Na+]>C(O)(=O)C>[OH:17][CH2:16][CH2:15][CH2:14][CH:11]1[CH2:12][CH2:13][N:8]([C:5]2[CH:4]=[CH:3][C:2](=[O:20])[NH:7][N:6]=2)[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 14989224HCID 14989224, compound

Product 1

HCID 14989225HCID 14989225, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 6 parts of 1-(6-chloro-3-pyridazinyl)-4-piperidinepropanol, 1.9 parts of sodium acetate and 150 parts of acetic acid was stirred for 4 hours at reflux temperature. The reaction mixture was evaporated and the residue was taken up in 200 parts of a hydrochloric acid solution 10%. After stirring for 1 hour at reflux temperature, the whole was evaporated. The residue was taken up in water and treated with ammonium hydroxide. The product was extracted with dichloromethane. The extract was dried, filtered and evaporated, yielding a first fraction of 6-[4-(3-hydroxypropyl)-1-piperidinyl]-3(2H)-pyridazinone;

Workup

  1. temperatureat reflux temperature
  2. customThe reaction mixture was evaporated
  3. stirringAfter stirring for 1 hour
  4. temperatureat reflux temperature
  5. customthe whole was evaporated
  6. additiontreated with ammonium hydroxide
  7. extractionThe product was extracted with dichloromethane
  8. customThe extract was dried
  9. filtrationfiltered
  10. customevaporated

Sources & evidence

ORD record
ord-f813802c5c944f358c466cb593c81eda
Source dataset
uspto-grants-1992_04
Patent number
US05106973

Reaction notes

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