Acetic Acid → HCID 5864570, compound

HRID 1642302Notes

Reaction equation

HRID 1642302 reaction equation
[CH2:1]([O:3][C:4]([NH:6][NH2:7])=[O:5])[CH3:2].C(O)(=O)C.[CH:12]([C:15]([CH3:17])=O)([CH3:14])[CH3:13]>O>[CH2:1]([O:3][C:4]([NH:6]/[N:7]=[C:15](/[CH3:17])\[CH:12]([CH3:14])[CH3:13])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 112513-Methyl-2-butanoneHCID 20064Hydrazinecarboxylic acid, ethyl ester

Product 1

HCID 5864570HCID 5864570, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Hydrazinecarboxylic acid ethyl ester (4.40 g, 42.2 mmol) and acetic acid 60 um, 1.0 mmol) were added to 20 mL (excess) of methyl isopropyl ketone, and the mixture was stirred at room temperature for 18 hours. Water (40 mL) was added, and the mixture was extracted with methylene chloride. The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure to give 7.25 g of crude N′-[1,2-dimethyl-prop-(Z)-ylidene]-hydrazinecarboxylic acid ethyl ester as an oil, which was used directly in the next step.

Workup

  1. extractionthe mixture was extracted with methylene chloride
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8c9c89f6c77c431691f5a3bc04ff2ed9
Source dataset
uspto-grants-2012_02
Patent number
US08119644B2

Reaction notes

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