Potassium Carbonate → HCID 58147523, compound

HRID 1942063Notes

Reaction equation

HRID 1942063 reaction equation
[CH:1]([NH:4][N:5]=[CH:6][C:7]1[C:12](F)=[CH:11][C:10]([F:14])=[CH:9][C:8]=1[F:15])([CH3:3])[CH3:2].C([O-])([O-])=O.[K+].[K+]>C1(C)C=C(C)C=C(C)C=1>[F:15][C:8]1[CH:9]=[C:10]([F:14])[CH:11]=[C:12]2[C:7]=1[CH:6]=[N:5][N:4]2[CH:1]([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 66936789HCID 66936789, compound

Product 1

HCID 58147523HCID 58147523, compound

Reagents, catalysts & solvents 1

HCID 7947MesityleneSolvent

Conditions

Temperature
170 °C

Procedure

1 N-Isopropyl-N′-[1-(2,4,6-trifluoro-phenyl)-methylidene]-hydrazine ((xix), 865 mg, 4 mmol) was dissolved in 5 mL mesitylene, K2CO3 (1.65 g, 12.00 mmol) were added and stirred at 170° C. for 6 h. The RM was cooled, filtered, washed with EtOAc and concentrated. The residue was purified by flash chromatography and afforded the title compound as a yellow oil (tR 6.86 min (conditions 5), MH−=195, 1H-NMR in CDCl3: 7.25 (s, 1H); 6.89 (d, 1H), 6.60 (m, 1H), 4.70 (m, 1H), 1.58 (d, 6H).

Workup

  1. temperatureThe RM was cooled
  2. filtrationfiltered
  3. washwashed with EtOAc
  4. concentrationconcentrated
  5. customThe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-4f97152e13f94c0bb25064488eb109d7
Source dataset
uspto-grants-2013_03
Patent number
US08389526B2

Reaction notes

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