Hydrazine → HCID 19814250, compound

HRID 466602Notes

Reaction equation

HRID 466602 reaction equation
C(OC([N:11]1[CH2:25][CH2:24][C:14]2([O:18][C:17](=[O:19])[N:16]([CH2:20][CH2:21][CH3:22])[C:15]2=[CH2:23])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.NN>O.CO.[Pd]>[CH2:23]=[C:15]1[C:14]2([CH2:24][CH2:25][NH:11][CH2:12][CH2:13]2)[O:18][C:17](=[O:19])[N:16]1[CH2:20][CH2:21][CH3:22]

Participants

6

Reactant 2

HCID 9321HydrazineHCID 19814287HCID 19814287, compound

Product 1

HCID 19814250HCID 19814250, compoundYield 95%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A suspension containing 0.5 g of 10% by weight palladium-on-carcoal catalyst in 5 ml of water is added to the solution of 5.0 g of 8-benzyloxycarbonyl-4-methylene-2-oxo-3-n-propyl-1-oxa-3,8-diazaspiro[4,5]decane in 45 ml of methanol at 0° C. under argon while stirring. To this mixture 1 ml of 45.8% aqueous hydrazine solution is introduced and the reaction mixture is refluxed for 10 to 15 minutes. After cooling down to room temperature and filtering off the catalyst the solvent is evaporated under reduced pressure and the crude evaporation residue is recrystallized from benzene to give the title compound in 95% yield, m.p.: 96°-97° C.

Workup

  1. temperaturethe reaction mixture is refluxed for 10 to 15 minutes
  2. filtrationfiltering off the catalyst the solvent
  3. customis evaporated under reduced pressure
  4. customthe crude evaporation residue
  5. customis recrystallized from benzene

Sources & evidence

ORD record
ord-0dfaca8a7d7245c1b3da4ad87202a5a3
Source dataset
uspto-grants-1992_10
Patent number
US05157038

Reaction notes

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