Methyl cyclohexanecarboxylate → Cyclohexanecarbohydrazide

HRID 1647735Notes

Reaction equation

HRID 1647735 reaction equation
[CH:1]1([C:7]([O:9]C)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:11][NH2:12].O>C(O)(C)C>[CH:1]1([C:7]([NH:11][NH2:12])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 20748Methyl cyclohexanecarboxylateHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 240039Cyclohexanecarbohydrazide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

28 Grams of methyl cyclohexylcarboxylate and 15 g of 85%--NH2NH2.H2O were dissolved in 50 ml of isopropyl alcohol, and the solution was refluxed by heating for 10 hours. The reaction mixture was concentrated, and the crystals precipitated by adding water were collected by filtration, then the crystals were washed with water, then recrystallized from water to yield 20 g of cyclohexane-carbohydrazide in the form of colorless needle-like crystals. Melting point: 155.5°-156.5° C.

Workup

  1. temperaturethe solution was refluxed
  2. temperatureby heating for 10 hours
  3. concentrationThe reaction mixture was concentrated
  4. customthe crystals precipitated
  5. additionby adding water
  6. filtrationwere collected by filtration
  7. washthe crystals were washed with water
  8. customrecrystallized from water

Sources & evidence

ORD record
ord-e147915ee78d448b9b0a51d1dde4ed24
Source dataset
uspto-grants-1995_07
Patent number
US05434164

Reaction notes

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