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ChemicalBook CAS DataBase List 5-AMINO-1-(3-CHLOROPHENYL)-1H-PYRAZOLE-&

5-AMINO-1-(3-CHLOROPHENYL)-1H-PYRAZOLE-& synthesis

4synthesis methods
-

Yield:51516-68-8 72%

Reaction Conditions:

with potassium etoxide;sodium hydride in ethanol at 0; for 1 h;Heating / reflux;

Steps:

1.1a.1.2A

Sodium hydride as a 60% dispersion in mineral oil (0.48 g, 1.2 eq, 12 mmol) was added slowly to ethanol (20 ml) at 0°C. To the solution of sodium ethoxide in ethanol was added 3-chlorophenylhydrazine hydrochloride (1.79 g, 1.0 eq, 10 mmol), addition of ethoxymethylene malonitrile (1.22 g, 1.0 eq, 10 mmol) shortly followed. The reaction mixture was heated to reflux with stirring for 1 hour. The reaction mixture was then allowed to cool to room temperature, once at room temperature a precipitate was observed. Ethanol (20 ml) was added to the slurry and the precipitate was collected by filtration, washed with diethyl ether (2 x 100 ml) and dried in vacuo to give the title compound as a yellow solid (1.56 g, 7.13 mmol, 72%). LCMS: [M+H]+=219, Rt = 1.17 min, 100% purity.

References:

EP1746099,2007,A1 Location in patent:Page/Page column 14

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