Methylhydrazine → (E)-(2,4,6-trifluorophenyl)methylidenehydrazine

HRID 69140

Reaction equation

HRID 69140 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([F:11])[C:3]=1[CH:4]=O.C[NH:13][NH2:14]>CCOCC>[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([F:11])[C:3]=1/[CH:4]=[N:13]/[NH2:14]

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 5218452,4,6-Trifluorobenzaldehyde

Product 1

HCID 57917272(E)-(2,4,6-trifluorophenyl)methylidenehydrazine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2,4,6-Trifluoro-benzaldehyde (x) (4.5 g, 27.3 mmol) was dissolved in Et2O, methylhydrazine was added (1.43 mL, 27.3 mmol) and the RM was stirred overnight. The solvent was evaporated and the solid residue was suspended in a mixture of pentane and EtOAc to afford after filtration the title compound as a bright yellow crystalline solid (tR 4.95 min (conditions 3), MH+=198.1).

Workup

  1. customThe solvent was evaporated
  2. additionthe solid residue was suspended in a mixture of pentane and EtOAc
  3. customto afford
  4. filtrationafter filtration the title compound as a bright yellow crystalline solid (tR 4.95 min (conditions 3), MH+=198.1)

Sources & evidence

ORD record
ord-cd338e979c4d47d48408e78b4dc0922f
Source dataset
uspto-grants-2014_09
Patent number
US08822468B2

Linked notes

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