Dimethylmaleic anhydride → 4,5-Dimethylpyridazine-3,6-diol
Reaction equation
Cl.Cl.[NH2:3][NH2:4].[CH3:5][C:6]1[C:7](=O)[O:8][C:9](=[O:12])[C:10]=1[CH3:11]>O>[CH3:5][C:6]1[C:7](=[O:8])[NH:3][NH:4][C:9](=[O:12])[C:10]=1[CH3:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
Hydrazine dihydrochloride (83.6 g) was dissolved in water (20 ml) and heated to 100° C., and 3,4-dimethylfuran-2,5-dione (100.4 g) was introduced while stirring. Then the mixture was heated to reflux for 3 h. Subsequently, the precipitate formed was filtered off with suction, washed with water and dried. The residue was suspended in EA (2 l), filtered off with suction and dried. 69.7 g of the title compound were obtained. LC-MS rt: 0.19 min[M+H]+: 141.1 (met. b)
Workup
- temperatureThen the mixture was heated
- temperatureto reflux for 3 h
- customSubsequently, the precipitate formed
- filtrationwas filtered off with suction
- washwashed with water
- customdried
- filtrationfiltered off with suction
- customdried
Sources & evidence
- ORD record
- ord-6a40094369a44c53991baf5d098a651f
- Source dataset
- uspto-grants-2012_06
- Patent number
- US08198272B2
Reaction notes
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