1. Comparative study of acid and basic catalysis in microwave assistance of Willgerodt-Kindler reaction for thiobenzamides and derivatives synthesis
- Author
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Coco N. Kapanda, Sds Kpoviessi, FH Agnimonhan, L Ahoussi, Mansourou Moudachirou, Fernand Gbaguidi, Georges C. Accrombessi, and Jacques H. Poupaert
- Subjects
chemistry.chemical_classification ,chemistry.chemical_element ,Carbon-13 NMR ,Mass spectrometry ,Sulfur ,Medicinal chemistry ,Aldehyde ,Montmorillonite K-10, 4-methylmorpholine, morpholin-4-yl(phenyl)methanethione, [4- (dimethylamino)phenyl](morpholin-4-yl)methanethione ,Catalysis ,Acid catalysis ,chemistry.chemical_compound ,Montmorillonite ,chemistry ,Morpholine ,Organic chemistry - Abstract
Montmorillonite K-10 was used in the acid catalysis of the Willgerodt-Kindler’s reaction (WK) under microwave heating for synthesis of thiobenzamides. Yields of 67% and 43% for the synthesis of morpholin- 4- yl (phenyl) methanethione (1) and [4 - (dimethylamino) phenyl] (morpholin-4-yl) methanethione (2) respectively, showed that the mixture (aldehyde, sulfur, morpholine and K-10) is quite suitable for this reaction. This enables to deduct that the conditions of acid catalysis with the K-10 are favourable to the WK’s reaction of carbonyl compounds. Furthermore, yields of 81% and 74% respectively for the synthesis of thioamides 1 and 2 in basic catalysis with 4-methylmorpholine allows to confirm that this reaction is more advantageous in basic catalysis. The structures of thioamides synthesized were characterized and confirmed by spectroscopy Infrared (IR), nuclear magnetic resonance ( 1 H and 13 C NMR) and mass spectrometry (MS). Keywords: Montmorillonite K-10, 4-methylmorpholine, morpholin-4-yl(phenyl)methanethione, [4- (dimethylamino)phenyl](morpholin-4-yl)methanethione
- Published
- 2014
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