ChemicalBook CAS DataBase List 5-aMino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile

5-aMino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile synthesis

9synthesis methods

Product Name:5-aMino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile
CAS Number:330792-70-6
Molecular formula:C16H12N4O
Molecular Weight:276.29

330792-69-3 Synthesis

Propanedinitrile, 2-[Methoxy(4-phenoxyphenyl)Methylene]-

330792-69-3
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5-aMino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile

330792-70-6
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Yield:330792-70-6 99%

Reaction Conditions:

with hydrazine hydrate in ethanol at 20 - 90; for 4 h;Reflux;

Steps:

1.F Step F:
5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile

Step F:
5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile
To 50 mL of EtOH at room temperature was added 2-(methoxy(4-phenoxyphenyl) methylene)malononitrile (1 g, 1.0 eq) followed by slow addition of hydrazine hydrate (0.5 g, 85%, 2.0 eq).
After completion of addition, the reaction mixture was heated to 90 °C and refluxed for 4 hours.
After completion of the reaction, the mixture was cooled to room temperature, and the solvent was removed with rotate evaporation.
Water (50 mL) was added and the mixture was stirred at room temperature for 5 minutes.
The white solid thus precipitated was collected and dried as the product (1.0 g, 99%).
¹H NMR (400 MHz, DMSO) δ 7.78-7.81 (m, 2H), 7.40-7.44 (m, 2H), 7.16-7.20 (m, 1H), 7.06-7.11 (m, 4H), 6.26 (brs, 2H).

References:

EP3141546,2017,A1 Location in patent:Paragraph 0133; 0134; 0135