Ethanol → 3-Chloro-6-(3,5-dimethyl-4-amino-1-pyrazolyl)-pyridazine

HRID 27892Notes

Reaction equation

HRID 27892 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([N:14]3C(=O)C4=CC=CC=C4C3=O)[C:10]([CH3:25])=[N:9]2)=[CH:6][CH:7]=1.C(O)C.O.NN>O>[Cl:1][C:2]1[N:3]=[N:4][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([NH2:14])[C:10]([CH3:25])=[N:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 12562839HCID 12562839, compound

Product 1

HCID 125628493-Chloro-6-(3,5-dimethyl-4-amino-1-pyrazolyl)-pyridazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3.54 g (0.01 moles) of 3-chloro-6-(3,5-dimethyl-4-phthalimido-1-pyrazolyl)-pyridazine, 40 ml of ethanol and 1.08 g (0.01 moles) of 98% hydrazine hydrate is heated to reflux for 3 hours and the mixture is poured into 100 ml of water. After cooling the precipitated crystals are filtered, washed with water, triturated with 10 ml of hot ethanol, filtered and dried. Yield: 1.8 g (81%); m.p. 165°-168° C.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 3 hours
  3. temperatureAfter cooling the precipitated crystals
  4. filtrationare filtered
  5. washwashed with water
  6. customtriturated with 10 ml of hot ethanol
  7. filtrationfiltered
  8. customdried

Sources & evidence

ORD record
ord-2de05f19ff944bc5b5923558451fcc83
Source dataset
uspto-grants-1980_09
Patent number
US04224325

Reaction notes

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