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THE SYNTHESIS OF SOME MANNICH REACTION PRODUCTS



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Abstracts ICPS 2023

THE SYNTHESIS OF SOME MANNICH REACTION PRODUCTS 
OF INDOLE WITH FURFURAL UNDER SOLVENT-FREE 
CONDITIONS 
 
D.G. Urmonov, I.J. Jalolov, A.A. Ibragimov 
 
Department of Chemistry, Fergana State University
19, Murabbiylar street, Fergana, Uzbekistan 
 
Indole and furan moieties are the significant structural units for various biologically 
important compounds. 
These compounds are widely employed as antibacterial, 
antiviral, anti-inflammatory, anti-fungal, anti-tumor, anti-hyperglycemic, analgesic, 
anti-convulsant, etc. Meanwhile, 
Mannich reaction is a key step in synthesis of a wide 
variety of natural products, pharmaceuticals and important for the construction of 
nitrogen containing compounds. The Mannich reaction of indoles give gramines which 
have been recently found as novel agents against certain types of plant virus. Here is 
shown the simple synthesis of compounds bearing both indole and furan moieties 
employing Mannich reaction under the solvent-free condition.
The general method: 
Furfural (0.05 mol) and appropriate cyclic or aromatic amines 
(0.05 mol) were placed in a dried round-bottomed flask containing a magnetic stirrer bar 
and equipped with a reflux condenser. The mixture was stirred at 50−80 °C for about 3-
5 hours. Then indole (0.5 mol) was added in small parts for 15-20 minutes, and the 
mixture was heated. The reaction procedure was monitored by thin-layer 
chromatography (TLC). After completion, the reaction mixture was cooled to room 
temperature. The solution was poured into ice-water, and the precipitate was filtered off. 
Compounds below were purified by chromatography on a column of silica gel with 
Hexane-EtOAc (v/v = 2:1). The yields were 30-50%. 
 
 


Poster presentation 
285 

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