Thionization Method of Glycosyl Urea and Carbamide Sugars

Baktygul Ernazarova,Zhypargul Abdullaeva,Aida Bakirova,Shamirbek Berkmamatov,Gulsara Zhusupbaeva,A Z Dzhumanazarova

doi:10.4236/ijoc.2020.103008

Baktygul Ernazarova, Zhypargul Abdullaeva + Show 4 more

Open Access

https://doi.org/10.4236/ijoc.2020.103008

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Abstract

This work is describing a thionization method for glycosyl urea and carbamide of sugars by using the Lawesson’s reagent. It is proposed the method based on the interaction of glycosyl urea and carbamide of sugars with the Lawessons reagent at a 1:1 ratio in the presence of a pyridine. As a result, sulfur-containing derivatives of sugar carbamides are obtained with the help of Lawesson’s reagent. Obtained experimental data are indicating the developed new method for thionization of sugar carbamides, which opens up broad possibilities for synthesis of various carbohydrate derivatives of thiourea. Significance of this work is that, thiourea derivatives are promising bactericidal, fungicidal and anti-inflammatory drugs. Therefore, the preparation of thiourea derivatives and the study of their properties remain topical tasks in the field of chemistry.

Highlights

Thiourea has great medicinal applications promising bactericidal [1], fungicidal [2] and anti-inflammatory drugs [3], as well as non-medicinal activities in the industry [4], analytical chemistry and metallurgy [5]
This work is describing a thionization method for glycosyl urea and carbamide of sugars by using the Lawesson’s reagent. It is proposed the method based on the interaction of glycosyl urea and carbamide of sugars with the Lawessons reagent at a 1:1 ratio in the presence of a pyridine
Obtained experimental data are indicating the developed new method for thionization of sugar carbamides, which opens up broad possibilities for synthesis of various carbohydrate derivatives of thiourea

Summary

Introduction

Thiourea has great medicinal applications promising bactericidal [1], fungicidal [2] and anti-inflammatory drugs [3], as well as non-medicinal activities in the industry [4], analytical chemistry and metallurgy [5]. Carbohydrate derivatives of thiourea can be obtained by the thionization of glycosyl ureas. The most common method for synthesis of glycosyl thiourea by isothiocyanate method was developed in 1914 by E. Fischer, which has several significant drawbacks, namely a multi-stage process, the use of expensive reagents (silver salt), the use of an expensive catalyst (platinum dioxide), aggressive and toxic reagents (sodium azide, bromine), deficient isothiocyanate, high pressure and reaction time [7]. We have developed a modified method for obtaining the Lawessons reagent, distinguished by its simplicity and accessibility [8], compared with the previous preparation method [9]

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