Methylhydrazine → 3H-Pyrazol-3-one, 2,4-dihydro-2-methyl-5-phenyl-
Reaction equation
[C:1]([CH2:9][C:10]([O:12]CC)=O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][NH:16][NH2:17]>C(O)(C)C>[CH3:15][N:16]1[C:10](=[O:12])[CH2:9][C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[N:17]1Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
Ethyl benzoylacetate (1,538 g, 8 moles) dissolved in isopropanol (6 l ) is placed in a 12 l flask under an atmosphere of nitrogen. Methylhydrazine (410 g, 8.7 moles, 98%) in isopropanol (800 ml) is added with stirring in a dropwise manner to the ethyl benzoylacetate solution prewarmed to about 80°C. During the addition the external heating is removed. Seeding of the reaction mixture with the product at the point of one-third addition of methylhydrazine causes a copious precipitate of product. This procedure eliminates a large exotherm from occurring at a later stage. After the addition is complete, the reaction mixture is held at about 80°C. for 2 hours. Cooling the slurry to 20°C. and filtering off the solid, a yield of 1,131 g (81%) of product after drying with a melting point equal to 211° C. is obtained.
Workup
- customis placed in a 12 l flask under an atmosphere of nitrogen
- customprewarmed to about 80°C
- additionDuring the addition the
- temperatureexternal heating
- customis removed
- additionSeeding of the reaction mixture with the product at the point of one-third addition of methylhydrazine
- additionAfter the addition
- filtrationfiltering off the solid
- dry with materiala yield of 1,131 g (81%) of product after drying with a melting point equal to 211° C.
- customis obtained
Sources & evidence
- ORD record
- ord-c944f28a6b5e4fe5bd5556a135963d56
- Source dataset
- uspto-grants-1976_07
- Patent number
- US03970754
Reaction notes
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