Acetylacetone → 3-Carbamoyl-6-(3,5-dimethyl-1-pyrazolyl)-pyridazine

HRID 27900Notes

Reaction equation

HRID 27900 reaction equation
[C:1]([C:4]1[N:5]=[N:6][C:7]([NH:10][NH2:11])=[CH:8][CH:9]=1)(=[O:3])[NH2:2].[C:12]([CH2:15][C:16](=O)[CH3:17])(=O)[CH3:13]>C(O)C>[C:1]([C:4]1[N:5]=[N:6][C:7]([N:10]2[C:16]([CH3:17])=[CH:15][C:12]([CH3:13])=[N:11]2)=[CH:8][CH:9]=1)(=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 31261AcetylacetoneHCID 71653Hydracarbazine [INN:DCF]

Product 1

HCID 125628413-Carbamoyl-6-(3,5-dimethyl-1-pyrazolyl)-pyridazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1.53 g (0.01 moles) of 3-carbamoyl-6-pyridazinyl-hydrazine, 1.1 g (0.011 moles) of acetylacetone and 15 ml ethanol is heated to reflux under stirring for 3 hours. After cooling the separated crystals are filtered, washed with ethanol and dried. Yield: 2.05 g (95%); m.p.: 256°-257° C.

Workup

  1. temperatureis heated
  2. temperatureto reflux
  3. temperatureAfter cooling the separated crystals
  4. filtrationare filtered
  5. washwashed with ethanol
  6. customdried

Sources & evidence

ORD record
ord-e11618e8430e4752b2c31929afaf3602
Source dataset
uspto-grants-1980_09
Patent number
US04224325

Reaction notes

Loading…