Hydrazine hydrate (1:1) → HCID 178434541, compound

HRID 1488170Notes

Reaction equation

HRID 1488170 reaction equation
C[N:2](C)/[CH:3]=[C:4](\[C:8]([F:11])([F:10])[F:9])/[C:5](=O)[CH3:6].O.[NH2:14]N>C(O)C>[CH3:6][C:5]1[C:4]([C:8]([F:11])([F:10])[F:9])=[CH:3][NH:2][N:14]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 90021591HCID 90021591, compound2×

Product 1

HCID 178434541HCID 178434541, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

Into a 50-mL round-bottom flask, was placed a solution of (Z)-4-(dimethylamino)-3-(trifluoromethyl)but-3-en-2-one (compound 262.1, 2.0 g, 11.0 mmol) in ethanol (30 mL). Hydrazine hydrate (3.7 mL, 77 mmol) was added and the resulting solution was stirred overnight at 75° C., then cooled and concentrated under reduced pressure. The residue was purified by a silica gel chromatography with ethyl acetate/petroleum ether (1:2) as eluent to obtain the title compound as a white solid (1.0 g, 61%).

Workup

  1. customInto a 50-mL round-bottom flask, was placed
  2. temperaturecooled
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by a silica gel chromatography with ethyl acetate/petroleum ether (1:2) as eluent

Sources & evidence

ORD record
ord-fd5b41249d5f48e197549f0f0ddec06b
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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