Hydrazine → 2-(4-Morpholinyl)acetohydrazide

HRID 1353885Notes

Reaction equation

HRID 1353885 reaction equation
[N:1]1([CH2:7][C:8]([O:10]C)=O)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[NH2:12][NH2:13]>C(O)C>[NH2:12][NH:13][C:8](=[O:10])[CH2:7][N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 1268178Methyl Morpholinoacetate

Product 1

HCID 3516352-(4-Morpholinyl)acetohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 2-morpholin-4-ylacetate (1.0 g, 6.28 mmol) in 1 mL of anhydrous ethanol was added anhydrous hydrazine (0.305 mL, 6.28 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 8.11 (br s, 1H), 3.87 (br s, 2H), 3.71 (t, 4H), 3.09 (s, 6H), 2.53 (t, 4H); ES-MS (m/z) 160 [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-da2138afd1c2431fb34d0d16e13194fe
Source dataset
uspto-grants-2007_05
Patent number
US07220771B2

Reaction notes

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