Willgerodt-Kindler Reaction’s Microwave-Enhanced Synthesis of Thiobenzamides Derivatives in Heterogeneous Acid Catalysis with Montmorillonite K-10

Journal Title: Organic Chemistry: Current Research - Year 2017, Vol 6, Issue 2

Abstract

The Willgerodt-Kindler (WK) reaction of is one of most synthesis methods used to access the thioamides. The known to thioamides have made this reaction more attractive in catalytic synthesis methods. Heterogeneous catalysis acid with the montmorillonite K-10 applied to this reaction under activation microwave for the synthesis of phenyl (morpholino) methanethiones derivatives shows that the mixture (aldehyde, sulfur, morpholine and K-10) is not only appropriate, but optimizes the reaction. This solid catalyst was easily separated from the reaction mixture and was recycled at least twice (02) without any loss of activity. Operational simplicity, short reaction times, excellent yields and benign environmental conditions are other advantages of this protocol, thus respecting the principles of green chemistry. Among the thioamides synthesized, 4-(morpholine-4-carbonothioyl)benzoic acid (h) is a novel molecule which to our knowledge has never before been synthesized. We obtained it with a yield of 68%. In summary, we can be concluded that the heterogeneous catalysis acid conditions with the montmorillonite K - 10 favourable to the Willgerodt-Kindler reaction for carbonyl compounds. The structures of thioamides synthesized were characterized and confirmed by highresolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR) 1D and 2D (COSY, HSQC, HMBC)

Authors and Affiliations

Hyacinthe F. Agnimonhan, Léon A. Ahoussi, Bienvenu Glinma, Fernand A. Gbaguidi, Salomé D. S. Kpoviessi, Georges C. Accrombessi, Justin M. Kohoudé, Jacques Poupaert

Keywords

Related Articles

Stereoselective Total Synthesis of Proposed Structure of Stagonolide D

The stereoselective total synthesis of the proposed structure of naturally occurring nonenolide stagonolide D has been achieved using D-mannitol as the starting material. The latter has been utilized for the preparation...

Anti-Influenza Activity of Monoterpene-Containing Substituted Coumarins Using Physicochemical Parameters

A Quantative-Structure-Activity Relationship (QSAR) study is performed on monoterpene-containing substituted coumarins, A number of highly descriptive and predictive QSAR models for these compounds were obtained by Using...

Discovery of Heterocyclic Analogs of Diaminopimelic Acid as Promising Antibacterial Agents through Enzyme Targeted Inhibition of Lysine Biosynthesis

Presently there is a developing interest towards new antibiotics from last decades due to exposure of newer pathogenic bacterial strains with better resistance to powerful antibiotics of last resort. This has caused redu...

Generation of α-Linked Oligosaccharide Libraries by Random Glycosylation on Unprotected Acceptors

Background: The GlcNAc related disaccharides were reported to show inhibitory activity on breast tumor cells (MDAMB- 231). However, synthesis of disaccharides is lengthy, laborious and time consuming, and it is necessary...

Enantioselective Michael Addition of Diethyl Malonate on Substituted Chalcone Catalysed by Nickel-Sparteine Complex

A series of transition metal with Sparteine a novel chiral catalyst was facilely synthesized, all of which contain a chiral Sparteine unit as a bidentate ligand. These bidentate chiral auxiliaries were found to be an eff...

Download PDF file
  • EP ID EP358597
  • DOI 10.4172/2161-0401.1000180
  • Views 121
  • Downloads 0

How To Cite

Hyacinthe F. Agnimonhan, Léon A. Ahoussi, Bienvenu Glinma, Fernand A. Gbaguidi, Salomé D. S. Kpoviessi, Georges C. Accrombessi, Justin M. Kohoudé, Jacques Poupaert (2017). Willgerodt-Kindler Reaction’s Microwave-Enhanced Synthesis of Thiobenzamides Derivatives in Heterogeneous Acid Catalysis with Montmorillonite K-10. Organic Chemistry: Current Research, 6(2), 1-5. https://europub.co.uk/articles/-A-358597