Hydrochloric Acid → HCID 117778246, compound

HRID 1503245Notes

Reaction equation

HRID 1503245 reaction equation
FC(F)(F)C([N:5]([C:7]1[CH:12]=[CH:11][C:10](/[CH:13]=[CH:14]/[C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=2)=[CH:9][N:8]=1)[NH2:6])=O.Cl.C(=O)([O-])O.[Na+]>C(O)C>[NH:5]([C:7]1[CH:12]=[CH:11][C:10](/[CH:13]=[CH:14]/[C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:22])[F:23])=[CH:17][CH:16]=2)=[CH:9][N:8]=1)[NH2:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 117778133HCID 117778133, compound

Product 1

HCID 117778246HCID 117778246, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,2,2-Trifluoro-N-(5-{(E)-2-[4-(trifluoromethyl)phenyl]ethenyl}pyridin-2-yl)acetohydrazide (0.17 g) was dissolved in ethanol (5 mL). To the solution, concentrated hydrochloric acid (1 mL) was added at room temperature, and the mixture was heated to reflux for 2 hours. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution, followed by extraction with dichloromethane. The organic layer was dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by NH-silica gel column chromatography (Moritex Corporation, elution solvent: ethyl acetate) to obtain the title compound (0.079 g) (yield: 63%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 2 hours
  3. extractionfollowed by extraction with dichloromethane
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customthe obtained residue was purified by NH-silica gel column chromatography (Moritex Corporation, elution solvent: ethyl acetate)

Sources & evidence

ORD record
ord-67da31cd984c450fa550aa41e10d52c2
Source dataset
uspto-grants-2015_12
Patent number
US09212170B2

Reaction notes

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