Synthesis of 3,5-disubstituted Pyrazoles and their Derivatives

A.V. Ingle¹, A.G. Doshi², A.W. Raut³ and N.S. Kadu³

¹Department of Chemistry, Yeshwantrao Chavan College of Arts,Commerce & Science Sillod, Dist. Aurangabad - 431 112 (India).

²Vidya Bharati Mahavidyalaya, Amravati - 444 602 (India).

³Department of Chemistry, Shri Shivaji Science College, Amravati - 444 603 (India).

Corresponding author: E-mail: ingleatul21@gmail.com

ABSTRACT:

2-Acetylthiophene condenses with different aromatic aldehyde in ethanol in the presence of aqueous NaOH to give 1-(2’-thienyl)-3-(substituted phenyl)-2-propen-1-one     (Ia-e) which reacts with  hydrazine hydrate in ethanol to give pyrazoline (IIa-e) and also treated with DMSO in presence of catalytic amount of iodine to give pyrazole (II’a-e)  Similarly,   1-phenyl pyrazoline (IIIa-e) treated with DMSO/I2 to give 1-phenyl pyrazole(III’ a-e), 1-(2,4-dinitro phenyl) pyrazoline (IVa-e) treated with DMSO/I2 to give 1-(2,4-dinitro phenyl) pyrazole(IV’a-e), 1-carboxamido pyrazoline (Va-e) treated with DMSO/I2 to give 1-carboxamido pyrazole (V’a-e), 1-acetyl pyrazoline (VIa-e) treated with DMSO/I2 to give 1-acetyl pyrazole (VI’a-e), 1-benzoyl pyrazoline (VIIa-e) treated with DMSO/I2 to give 1-benzoyl pyrazole (VII’a-e) and 1-nitroso pyrazoline (VIIIa-e) treated with DMSO/I2 to give 1-nitroso pyrazole  (VIII’a-e). Characterization and structural elucidation was carried out on the basis of melting points determination, analytical and spectral studies.

KEYWORDS:

Pyrazoles; synthesis; structural study

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Copy the following to cite this article: Ingle A. V, Doshi A. G, Raut A. W, Kadu N. S. Synthesis of 3,5-disubstituted Pyrazoles and their Derivatives. Orient J Chem 2011;27(4).

Copy the following to cite this URL: Ingle A. V, Doshi A. G, Raut A. W, Kadu N. S. Synthesis of 3,5-disubstituted Pyrazoles and their Derivatives. Orient J Chem 2011;27(4). Available from: http://www.orientjchem.org/?p=24269