Dimethylamine → 2-hydrazinyl-N,N-dimethyl-2-oxoacetamide

HRID 541253Notes

Reaction equation

HRID 541253 reaction equation
[NH:1]([C:3](=[O:9])[C:4](OCC)=[O:5])[NH2:2].[CH3:10][NH:11][CH3:12]>>[NH:1]([C:3](=[O:9])[C:4]([N:11]([CH3:12])[CH3:10])=[O:5])[NH2:2]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 2786935Ethyl 2-hydrazinyl-2-oxoacetate2×

Product 1

HCID 431641122-hydrazinyl-N,N-dimethyl-2-oxoacetamideYield 76%

Conditions

Temperature
70 °C

Procedure

To a round-bottom flask was added ethyl 2-hydrazinyl-2-oxoacetate (compound 134.1, 2.00 g, 13.6 mmol, 1.00 equiv, 90%). Dimethylamine (10 mL) was added to the reaction, and then the reaction was stirred overnight at 70° C. in an oil bath. The mixture was cooled to room temperature and concentrated in vacuo to yield 1.50 g (76%) of the title compound as a colorless oil.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3777d09991874eea86164fa3917c9335
Source dataset
uspto-grants-2014_10
Patent number
US08871790B2

Reaction notes

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