Hydrazine Sulfate → 4,5-Dichloro-3-hydroxypyridazine

HRID 568306

Reaction equation

HRID 568306 reaction equation
[C:1]([OH:9])(=O)/[C:2](=[C:4](\[CH:6]=O)/[Cl:5])/[Cl:3].S(O)(O)(=O)=O.[NH2:15][NH2:16].C([O-])(=O)C.[Na+]>O>[Cl:3][C:2]1[C:1](=[O:9])[NH:15][N:16]=[CH:6][C:4]=1[Cl:5]

Participants

5

Reactant 3

HCID 24842Hydrazine SulfateHCID 517045Sodium AcetateHCID 2771871Mucochloric Acid

Product 1

HCID 732474,5-Dichloro-3-hydroxypyridazineYield 78.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred solution of 3.9 grams of mucochloric acid in water is warmed to 8°-100° C., and a mixture of 3.1 grams of hydrazine sulfate and 3.0 grams of sodium acetate is added. A solid is collected by filtration and recrystallized from water to yield 3.0 grams of 4,5-dichloro-3-pyridazone; m.p. 199°-200° C. The reaction is repeated several times.

Workup

  1. additionis added
  2. filtrationA solid is collected by filtration
  3. customrecrystallized from water

Sources & evidence

ORD record
ord-f4f8f537176043aabdaf384bca67c5bd
Source dataset
uspto-grants-1988_03
Patent number
US04728355

Linked notes

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