Hydrazine hydrate (1:1) → 5-ethyl-3-(trifluoromethyl)-1H-pyrazole
Reaction equation
[F:1][C:2]([F:11])([F:10])[C:3](=O)[CH2:4][C:5](=O)[CH2:6][CH3:7].O.[NH2:13][NH2:14]>C(O)(=O)C.O>[CH2:6]([C:5]1[NH:14][N:13]=[C:3]([C:2]([F:11])([F:10])[F:1])[CH:4]=1)[CH3:7]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 1,1,1-trifluoro-2,4-hexane-dione (2.4 g, 14.3 mmol), hydrazine hydrate (1.0 g, 19.0 mmol) and acetic acid (1 drop) in water (10 mL) was heated to reflux for 1 h. The reaction mixture was then cooled in an ice bath to form a white precipitate. The precipitate was then filtered, dissolved in chloroform and dried over MgSO4. The resulting solution was concentrated under reduced pressure to provide 1.39 g of the title compound. This compound was of sufficient purity to use in subsequent reactions.
Workup
- temperatureto reflux for 1 h
- temperatureThe reaction mixture was then cooled in an ice bath
- customto form a white precipitate
- filtrationThe precipitate was then filtered
- dissolutiondissolved in chloroform
- dry with materialdried over MgSO4
- concentrationThe resulting solution was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-ea48f14783d245c187070bf9cebb8a9a
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08586611B2
Reaction notes
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