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

HRID 508681

Reaction equation

HRID 508681 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-3b0a93b7c5fc45fb972dc6e5c9848663
Source dataset
uspto-grants-2015_08
Patent number
US09096543B2

Linked notes

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