ChemicalBook CAS DataBase List 5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE

5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE synthesis

4synthesis methods

Product Name:5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE
CAS Number:103646-82-8
Molecular formula:C11H10N4
Molecular Weight:198.22

123-06-8

539-44-6

5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE

103646-82-8

GENERAL METHOD: p-Methylphenylhydrazine (0.001 mol) was mixed with 10 mL of ethanol, stirred and heated to reflux. Subsequently, ethoxymethylene malononitrile (0.001 mol) dissolved in 10 mL of ethanol was added slowly and dropwise. The reaction mixture was kept at reflux for 2 hours. After completion of the reaction, the mixture was poured into 50 mL of ice water. The precipitated solid product was collected by filtration and washed with cold water to give the final 5-amino-1-toluene-1H-pyrazole-4-carbonitrile in 61-80% yield.

123-06-8 Synthesis

123-06-8
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Yield: 80%

Reaction Conditions:

in ethanol for 2 h;Reflux;

Steps:

General procedure for preparing 5-amino-1-phenyl-1H-pyrazole-4-carbonitriles (10a-c)
General procedure: A mixture of the appropriate phenylhydrazine (0.001 mol)and 10 mL of ethanol was stirred and allowed to reflux.Then, 2-(ethoxymethylene)malononitrile (0.001 mol) dissolvedin 10 mL of ethanol was slowly added. The reactionmixture was refluxed for 2 h. The reaction mixture waspoured into 50 mL of ice-cold water. The precipitate wascollected by filtration and washed with water to provide10a-c in 61-80% yield.

References:

Silveira, Flávia F.;Feitosa, Lívia M.;Mafra, Jo?o C. M.;Ferreira, Maria de Lourdes G.;Rogerio, Kamilla R.;Carvalho, Leonardo J. M.;Boechat, Nubia;Pinheiro, Luiz C. S. [Medicinal Chemistry Research,2018,vol. 27,# 8,p. 1876 - 1884]

637-60-5 Synthesis