Hydrazine → 3-(dimethylamino)propanohydrazide

HRID 1349828Notes

Reaction equation

HRID 1349828 reaction equation
[CH3:1][N:2]([CH3:9])[CH2:3][CH2:4][C:5](OC)=[O:6].[NH2:10][NH2:11]>C(O)C>[NH2:10][NH:11][C:5](=[O:6])[CH2:4][CH2:3][N:2]([CH3:9])[CH3:1]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 199226beta-Alanine, N,N-dimethyl-, methyl ester

Product 1

HCID 24405133-(dimethylamino)propanohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 3-(dimethylamino)propanoate (1.0 g, 7.62 mmol) in 1 mL of anhydrous ethanol was added anhydrous hydrazine (0.370 mL, 7.62 mmol). The solution was heated to reflux temperature overnight. The solvent was then removed under reduced pressure. (quantitative yield): 1H NMR (CDCl3) δ 9.49 (br s, 1H), 3.88 (br s, 2H), 2.53–2.52 (m, 2H), 2.44–2.36 (m, 2H), 2.24 (s, 6H); ES-MS (m/z) 132 [M+H]+.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux temperature overnight
  3. customThe solvent was then removed under reduced pressure

Sources & evidence

ORD record
ord-dc8427a301f64eee80ea5f1edd6db79a
Source dataset
uspto-grants-2007_05
Patent number
US07211594B2

Reaction notes

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