Abstract
A series of novel bis(substituted pyrazol-4-ylcarbonyl)-substituted thioureas have been synthesized by the reactions of substituted pyrazol-4-ylcarbonyl isothiocyanates with different diamines under ultrasound irradiation and classical heating method at 20-25 °C. In general, substantial improvement in rates and modest yields increases were observed when reactions were carried out under sonication, compared with the classical heating method. The structures of these compounds have been elucidated by elemental and spectral (IR, 1H-NMR) analysis.
Highlights
Heterocycles bearing a pyrazole moiety represent an interesting class of compounds possessing a wide spectrum of biological and pharmacological activities, such as herbicidal [1], antitumor [2], antibacterial [3], antileukemic [4], anti-inflammatory [5] properties
As a part of our interest in the synthesis of a wide range of heterocyclic systems, and in continuation of our research interest in the use of ultrasonic irradiation [12], we wish to report the synthesis of some novel bis(substituted pyrazol-4-ylcarbonyl)-substituted thioureas by the reaction of substituted pyrazol-4-ylcarbonyl isothiocyanates with different diamines under ultrasound irradiation (US) and classical heating conditions (CH) (Scheme 1)
Ultrasound irradiation exhibited some advantages over the classical condition by improving the reaction yields and reducing the reaction time
Summary
Heterocycles bearing a pyrazole moiety represent an interesting class of compounds possessing a wide spectrum of biological and pharmacological activities, such as herbicidal [1], antitumor [2], antibacterial [3], antileukemic [4], anti-inflammatory [5] properties. Thiourea compounds have received much attention because of their wide range of biological properties such as antituberculosis [6], anticancer [7], anti-HIV [8], antimicrobial [9] activity. As a part of our interest in the synthesis of a wide range of heterocyclic systems, and in continuation of our research interest in the use of ultrasonic irradiation [12], we wish to report the synthesis of some novel bis(substituted pyrazol-4-ylcarbonyl)-substituted thioureas by the reaction of substituted pyrazol-4-ylcarbonyl isothiocyanates with different diamines under ultrasound irradiation (US) and classical heating conditions (CH) (Scheme 1)
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