Sodium Bicarbonate → Dimiracetam

HRID 344753

Reaction equation

HRID 344753 reaction equation
Cl.[O:2]=[C:3]1[NH:7][CH:6]([CH2:8][CH2:9][C:10]([O:12]CC(C)C)=O)[NH:5][CH2:4]1.C(=O)([O-])O.[Na+]>O>[O:2]=[C:3]1[CH2:4][N:5]2[C:10](=[O:12])[CH2:9][CH2:8][CH:6]2[NH:7]1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 67886019Isobutyl 5-oxo-2-imidazolidinepropanoate hydrochloride

Product 1

HCID 65955DimiracetamYield 37.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A solution of isobutyl 5-oxo-2-imidazolidinepropanoate hydrochloride (1.4 g, 5.76 mmol) in water (100 ml) was treated with sodium hydrogen carbonate (0.54 g, 6.4 mmol) and heated at 100° C. for 20 hours. The solution was evaporated and the residue was chromatographed over silica gel (ethyl acetate-acetonemethanol 6:3:1) to afford 300 mg (37%) of the title compound, m p. 155°-157° C.

Workup

  1. customThe solution was evaporated
  2. customthe residue was chromatographed over silica gel (ethyl acetate-acetonemethanol 6:3:1)

Sources & evidence

ORD record
ord-f98b6550a3024552b079afbf3b44b10d
Source dataset
uspto-grants-1991_10
Patent number
US05053422

Linked notes

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