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

HRID 1920060Notes

Reaction equation

HRID 1920060 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-2902b30831d745678f38e77dbd7a8e2a
Source dataset
uspto-grants-2012_05
Patent number
US08168793B2

Reaction notes

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