Hydrazine Sulfate → 4-Phenylpyridazine-3,6-diol

HRID 876864

Reaction equation

HRID 876864 reaction equation
[C:1]1([C:7]2[C:8](=O)[O:9][C:10](=[O:12])[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(O)(O)(=O)=O.[NH2:19][NH2:20]>O>[C:1]1([C:7]2[C:8](=[O:9])[NH:19][NH:20][C:10](=[O:12])[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24842Hydrazine SulfateHCID 99174Phenylmaleic anhydride

Product 1

HCID 136348344-Phenylpyridazine-3,6-diolYield 95.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
115 °C

Procedure

46 g (264.1 mmol) 3-Phenyl-furan-2,5-dione were suspended in 1.56 L water. After addition of 34.4 g (264.1 mmol) hydrazine sulfate the reaction mixture was heated to reflux (bath temperature: 115° C.) and kept there for five hours. During the night the reaction mixture was kept at a bath temperature of 98° C. After cooling the precipitate was sucked off, washed with water (100 mL) and dried at 40° C. yielding 47.6 g (95.8%) of the title compound.

Workup

  1. temperaturewas heated
  2. customDuring the night the reaction mixture was kept at a bath
  3. customtemperature of 98° C
  4. temperatureAfter cooling the precipitate
  5. washwashed with water (100 mL)
  6. customdried at 40° C.

Sources & evidence

ORD record
ord-78b8378b9e964e4c9da1cbc63ded79d5
Source dataset
uspto-grants-2015_03
Patent number
US08987273B2

Linked notes

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