Sodium Hydroxide → 4-[(Morpholin-4-yl)methyl]-1-phenylpyrazolidin-3-one

HRID 616438Notes

Reaction equation

HRID 616438 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH:8]2[CH2:12][N:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:10][C:9]2=N)[CH2:3][CH2:2]1.[OH-:20].[Na+]>Cl>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH:8]2[CH2:12][N:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:10][C:9]2=[O:20])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178509127HCID 178509127, compound

Product 1

HCID 203702514-[(Morpholin-4-yl)methyl]-1-phenylpyrazolidin-3-one

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 4-morpholinomethyl-1-phenylpyrazolidin-3-imine (29g) in dilute hydrochloric acid (120 ml of 2N) was boiled under reflux for 4 hours. The solution was cooled, neutralised with sodium hydroxide and extracted with chloroform. The chloroform extract was dried and evaporated to dryness. The solid residue was recrystallized from petroleum ether (boiling point 100°-120° C) as colourless plates (melting point 143°-144° C).

Workup

  1. temperatureunder reflux for 4 hours
  2. temperatureThe solution was cooled
  3. extractionextracted with chloroform
  4. extractionThe chloroform extract
  5. customwas dried
  6. customevaporated to dryness
  7. customThe solid residue was recrystallized from petroleum ether (boiling point 100°-120° C) as colourless plates (melting point 143°-144° C)

Sources & evidence

ORD record
ord-00b4170c60fc4b39b2908d175c786c2f
Source dataset
uspto-grants-1978_02
Patent number
US04074051

Reaction notes

Loading…