Hydrazine → 2-(4-Morpholinyl)acetohydrazide

HRID 1272978Notes

Reaction equation

HRID 1272978 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) δ8.11 (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-e106cbeeb6ae412595276ed340dcf93b
Source dataset
uspto-grants-2007_04
Patent number
US07208513B2

Reaction notes

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