Dimethylmaleic anhydride → 4,5-Dimethylpyridazine-3,6-diol

HRID 1479982

Reaction equation

HRID 1479982 reaction equation
Cl.[NH2:2][NH2:3].[CH3:4][C:5]1=[C:6]([CH3:12])[C:7]([O:9][C:10]1=O)=[O:8]>O>[CH3:4][C:5]1[C:10](=[O:9])[NH:2][NH:3][C:7](=[O:8])[C:6]=1[CH3:12]

Participants

4

Reactant 2

HCID 13010Dimethylmaleic anhydrideHCID 115031Hydrazinium chloride

Product 1

HCID 2422804,5-Dimethylpyridazine-3,6-diolYield 99.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Hydrazine hydrochloride (58 g, 552 mmol) is dissolved in hot water (300 mL) and dimethyl maleic anhydride (58 g, 460 mmol) is added in portions and the suspension stirred at reflux for 16 h. The supension is cooled down to room temperature and the precipitate is filtered, washed with water and dried at 40° C. under vacuum to yield 4,5-dimethyl-1,2-dihydro-pyridazine-3,6-dione (36) (64 g, 99%).

Workup

  1. temperatureat reflux for 16 h
  2. filtrationthe precipitate is filtered
  3. washwashed with water
  4. customdried at 40° C. under vacuum

Sources & evidence

ORD record
ord-64e70e3e1f1f41f68cc34feb9f3895a4
Source dataset
uspto-grants-2016_08
Patent number
US09409871B2

Linked notes

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