Acetic Acid → 1-Methoxycarbonyl-2-isopropylidene hydrazine

HRID 2039163Notes

Reaction equation

HRID 2039163 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-f7bedcdc8bfa42fdb66d13ebce0c9948
Source dataset
uspto-grants-2013_11
Patent number
US08575118B2

Reaction notes

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