Hydrazine → Glycine, N,N-diethyl-, hydrazide

HRID 1272976

Reaction equation

HRID 1272976 reaction equation
[CH2:1]([N:3]([CH2:9][CH3:10])[CH2:4][C:5](OC)=[O:6])[CH3:2].[NH2:11][NH2:12]>C(O)C>[NH2:11][NH:12][C:5](=[O:6])[CH2:4][N:3]([CH2:9][CH3:10])[CH2:1][CH3:2]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 559451N,N-Diethylglycine Methyl Ester

Product 1

HCID 200751Glycine, N,N-diethyl-, hydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 2-(diethylamino)acetate (4.167 mL, 27.55 mmol) in 4 mL of anhydrous ethanol was added anhydrous hydrazine (1.336 mL, 27.55 mmol). The solution was heated to reflux temperature overnight. The solvent was then removed under reduced pressure and the product was isolated as an oil in a quantitative yield and was used without further purification: 1H NMR (CDCl3) δ 8.3 (br s, 1H), 3.83 (br s, 2H), 3.08 (s, 2H), 2.51 (q, 4H), 1.00 (t, 6H); ES-MS (m/z) 146 [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 an oil in a quantitative yield
  5. customwas used without further purification

Sources & evidence

ORD record
ord-daf6fe1796a84888af5f076f3f492ef8
Source dataset
uspto-grants-2007_04
Patent number
US07208513B2

Linked notes

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