Acetic Acid → 1-Methoxycarbonyl-2-isopropylidene hydrazine

HRID 79865

Reaction equation

HRID 79865 reaction equation
[CH3:1][O:2][C:3]([NH:5][NH2:6])=[O:4].C(O)(=O)C.O.[CH3:12][C:13]([CH3:15])=O>>[CH3:1][O:2][C:3]([NH:5][N:6]=[C:13]([CH3:15])[CH3:12])=[O:4]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 180AcetoneHCID 962WaterHCID 80519Methyl carbazate

Product 1

HCID 9095211-Methoxycarbonyl-2-isopropylidene hydrazineYield 89%

Procedure

Hydrazinecarboxylic acid methyl ester (5.01 g) were dissolved in acetone (28 mL), and acetic acid (0.0636 mL) was added. The reaction mixture was stirred at room temperature for 24 hours. Water (50 mL) was added, and mixture was extracted three times with DCM (50 mL) and evaporated under vacuum, giving N′-Isopropylidene-hydrazine-carboxylic acid methyl ester (6.45 g, 89%).

Workup

  1. extractionmixture was extracted three times with DCM (50 mL)
  2. customevaporated under vacuum

Sources & evidence

ORD record
ord-d0f21b28363a4a90a006665835618b39
Source dataset
uspto-grants-2014_09
Patent number
US08841278B2

Linked notes

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