Acetic Acid → 1-[(2-hydroxy-2-oxidohydrazino)(imino)methyl]-3,5-dimethyl-1H-pyrazole

HRID 1930745Notes

Reaction equation

HRID 1930745 reaction equation
C(O)(=O)C.[CH3:5][C:6]([CH2:8][C:9]([CH3:11])=O)=O.[N+:12]([N:15]=[C:16]([NH:18][NH2:19])[NH2:17])([O-:14])=[O:13]>O>[CH3:5][C:6]1[CH:8]=[C:9]([CH3:11])[N:18]([C:16](=[N:15][N+:12]([O-:14])=[O:13])[NH2:17])[N:19]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 31261AcetylacetoneHCID 135531999n'-Nitrohydrazinecarboximidamide

Product 1

HCID 762781-[(2-hydroxy-2-oxidohydrazino)(imino)methyl]-3,5-dimethyl-1H-pyrazoleYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.7 ml of acetic acid and 2,4-pentadione (0.785 mg, 7.83 mmol) are added to a mixture heated under reflux containing the N′-nitrohydrazinecarboximidamide compound isolated previously (0.5 g, 4.20 mmol) in 15 ml of water. The reaction medium is returned to ambient temperature then filtered. The solid obtained is washed with dichloromethane. A white solid in the form of white powder is obtained with a yield of 89%.

Workup

  1. temperatureheated
  2. temperatureunder reflux
  3. customis returned to ambient temperature
  4. filtrationthen filtered
  5. customThe solid obtained
  6. washis washed with dichloromethane
  7. customA white solid in the form of white powder is obtained with a yield of 89%

Sources & evidence

ORD record
ord-f4c415e27a37453a8048c0a198596166
Source dataset
uspto-grants-2012_05
Patent number
US08188133B2

Reaction notes

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