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Kinetic studies on N-Mannich bases of 3-hydrazonoindolin-2-one in water–ethanol and water–acetonitrile mixtures

✍ Scribed by Amel M. Ismail

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
110 KB
Volume
44
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

Various isatin–N‐Mannich bases have shown antiviral and tuberculosatic activity. A reaction of 3‐hydrazonoindolin‐2‐one was performed efficiently with morpholine in the presence of formaldehyde. Kinetic studies have revealed no reaction between 3‐hydrazonoindolin‐2‐one and morpholine in the absence of formaldehyde. The reaction was found to obey the pseudo–first‐order kinetics. It was carried out at the temperature range of 30–60°C and at different percentage compositions of aqueous ethanol and aqueous acetonitrile up to 50% v/v. Addition of the organic cosolvent to water decreases the rate of the reaction. The thermodynamic parameters of activation, e.g., Δ__H__*, Δ__S__*, and Δ__G__*, were calculated. The solvent effect is discussed, considering the dielectric constant of the medium, water concentration, and the differential solvation of the species to explain the variation in the reaction rate. The solvent effects were also analyzed in terms of Kamlet–Taft solvatochromic parameters in aqueous organic solvents, ethanol, and acetonitrile. © 2011 Wiley Periodicals, Inc. Int J Chem Kinet 44: 125–129, 2012

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