Hydrazine → Piracetam hydrazide

HRID 2183330

Reaction equation

HRID 2183330 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]([O:10]C)=O.[NH2:12][NH2:13]>C(O)C>[NH2:12][NH:13][C:8](=[O:10])[CH2:7][N:3]1[CH2:4][CH2:5][CH2:6][C:2]1=[O:1]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 108835Methyl 2-oxo-1-pyrrolidineacetate

Product 1

HCID 3565593Piracetam hydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 2-(2-oxopyrrolidinyl)acetate (0.884 mL, 6.36 mmol) in 1 mL of anhydrous ethanol was added anhydrous hydrazine (0.308 mL, 6.36 mmol). The solution was heated to reflux temperature overnight. The solvent was then removed under reduced pressure and the product was isolated as a solid in a quantitative yield and was used without further purification: 1H NMR (CDCl3) δ 8.17 (br s, 1H), 3.94 (s, 2H), 3.55 (t, 2H), 2.43 (t, 2H), 2.10 (quintet, 2H); ES-MS (m/z) 158 [M+H]+.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux temperature overnight
  3. customThe solvent was then removed under reduced pressure
  4. customthe product was isolated as a solid in a quantitative yield
  5. customwas used without further purification

Sources & evidence

ORD record
ord-e8b805c2a9c34e2f8839f2c79f4d0cb1
Source dataset
uspto-grants-2005_05
Patent number
US06897231B2

Linked notes

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