Acetic Acid → 1-Methoxycarbonyl-2-isopropylidene hydrazine

HRID 1185829Notes

Reaction equation

HRID 1185829 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-2cbb7c3c8e4d4aa790a9ac84a2eabe47
Source dataset
uspto-grants-2014_03
Patent number
US08669234B2

Reaction notes

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