Optimization of the reaction conditions for the synthesis of 2,3,5-trimethylpyridine from 3-amino-2-methylpropenal and methylethylketone Short Communication

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Jovica Urošević
Miroslav Mitić
Biljana Arsić
Gordana Stojanović


The influence of temperature, reaction time, and type of the catalyst on the yield of the 2,3,5-trimethylpyridine (collidine) from 3-ami­no-2-methyl­propenal and methylethylketone was investigated. 3-Amino-2-methylpropenal was synthesized from 3-ethoxy-2-methylacrolein previously synthesized from me­thylmalondialdehyde tetraethyl acetal, obtained from triethyl orthoformate and propenyl ether. The optimal conditions for the investigated synthesis were tempe­ra­ture of 150 °C, reaction time 24 h, and the CH3COOH/pTsOH catalyst. This synthesis is the first successful attempt to synthesize 2,3,5-trimethyl­pyri­dine in an acid medium.


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J. Urošević, M. Mitić, B. Arsić, and G. . Stojanović, “Optimization of the reaction conditions for the synthesis of 2,3,5-trimethylpyridine from 3-amino-2-methylpropenal and methylethylketone: Short Communication”, J. Serb. Chem. Soc., Aug. 2022.
Organic Chemistry

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