Hydrazine → Piracetam hydrazide

HRID 1349833

Reaction equation

HRID 1349833 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-6e6c15d47e5140389d857ad25ced6eba
Source dataset
uspto-grants-2007_05
Patent number
US07211594B2

Linked notes

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