Ethyl Acetate → 5-Amino-4-cyano-1-(1-methyl-5-trifluoromethyl-3-pyrazolyl)pyrazole

HRID 1378657Notes

Reaction equation

HRID 1378657 reaction equation
[NH:1]([C:3]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]([CH3:12])[N:4]=1)[NH2:2].C(O[CH:16]=[C:17]([C:20]#[N:21])[C:18]#[N:19])C.C(OCC)(=O)C>C(O)C>[NH2:21][C:20]1[N:1]([C:3]2[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]([CH3:12])[N:4]=2)[N:2]=[CH:16][C:17]=1[C:18]#[N:19]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 671522-(Ethoxymethylene)propanedinitrileHCID 229128033-Hydrazino-1-methyl-5-trifluoromethylpyrazole

Product 1

HCID 229127935-Amino-4-cyano-1-(1-methyl-5-trifluoromethyl-3-pyrazolyl)pyrazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.85 g (4.72 mmol) 3-Hydrazino-1-methyl-5-trifluoromethylpyrazole and 0.59 g (4.72 mmol) ethoxymethylenemalononitrile in 10 ml ethanol was stirred for 10 hours at room temperature and for 2 hours at 50° C. After addition of 50 ml ethyl acetate, the mixture was washed with saturated aqueous sodium hydrogen carbonate, dried over sodium sulfate, and concentrated. The crude product was purified by silica gel column chromatography (hexane/ethyl acetate).

Workup

  1. washthe mixture was washed with saturated aqueous sodium hydrogen carbonate
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated
  4. customThe crude product was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-1f7505c3bc8847039bc0a95f4b959ca3
Source dataset
uspto-grants-1997_09
Patent number
US05668278

Reaction notes

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