3-Hydrazinyl-2-(trifluoromethyl)pyridine → HCID 67036978, compound

HRID 1401284Notes

Reaction equation

HRID 1401284 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14](=O)[CH:15]=[CH:16][N:17](C)C)[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]=1[O:9][CH3:10].[F:21][C:22]([F:32])([F:31])[C:23]1[C:28]([NH:29]N)=[CH:27][CH:26]=[CH:25][N:24]=1>C(O)C.Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]2[N:29]([C:28]3[C:23]([C:22]([F:32])([F:21])[F:31])=[N:24][CH:25]=[CH:26][CH:27]=3)[N:17]=[CH:16][CH:15]=2)[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]=1[O:9][CH3:10]

Participants

5

Reactant 2

HCID 552812963-Hydrazinyl-2-(trifluoromethyl)pyridineHCID 670368751-(3,4-Dimethoxy-5-nitrophenyl)-3-(dimethylamino)prop-2-en-1-one

Product 1

HCID 67036978HCID 67036978, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

To a stirred solution of 1-(3,4-dimethoxy-5-nitro-phenyl)-3-dimethylamino-prop-2-en-1-one (0.5 g, 1.79 mmol) and (2-trifluoromethyl-pyridin-3-yl)-hydrazine (0.33 g, 1.87 mmol) in ethanol (10 mL) was added 10 drops of concentrated hydrochloric acid and the mixture was heated at reflux for two hours. The mixture was allowed to cool to room temperature and the resulting precipitate was filtered off, washed with ethanol and dried to give 3-[5-(3,4-dimethoxy-5-nitro-phenyl)-pyrazol-1-yl]-2-trifluoromethyl-pyridine, 0.58 g (82%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for two hours
  3. filtrationthe resulting precipitate was filtered off
  4. washwashed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-a6b26b6642e44a9eb55dae6f2d254b4a
Source dataset
uspto-grants-2014_12
Patent number
US08907099B2

Reaction notes

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