Hydrazine hydrate (1:1) → 2-(4-Morpholinyl)acetohydrazide

HRID 1777205Notes

Reaction equation

HRID 1777205 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([O:10]C)=O)[CH2:3][CH2:2]1.O.[NH2:13][NH2:14]>C(O)C>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([NH:13][NH2:14])=[O:10])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 1268178Methyl Morpholinoacetate

Product 1

HCID 3516352-(4-Morpholinyl)acetohydrazideYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
95 °C

Procedure

In a 25 mL, 3-neck round-bottom flask, methyl 2-morpholinoacetate (0.25 g, 1.0 eq.) was dissolved in ethanol (5 mL) at RT. Hydrazine hydrate (0.087 g, 1.1 eq.) was introduced dropwise at RT and the reaction mixture was refluxed at 95° C. for 20 h. The reaction mixture was concentrated under reduced pressure (40° C., 20 mm Hg) to afford the crude 2-morpholinoacetohydrazide (0.23 g) which was used without further purification in the following step.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure (40° C., 20 mm Hg)

Sources & evidence

ORD record
ord-14032644d72e46bca6a24014ab9d11f7
Source dataset
uspto-grants-2016_02
Patent number
US09266843B2

Reaction notes

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