Affiliation:
1. School of Biological Science and Technology, University of Jinan, Jinan, P.R. China
2. School of Chemistry and Chemical Engineering, University of Jinan, Jinan, P.R. China
Abstract
The mechanism of synthesis of 1,3,5-trisubstituted-1,2,4-triazoles from 3-thiopheneacetic acetic acid, 4-pyridine formamidine, and tri-fluoro ethyl hydrazine has been first investigated with B3LYP/6-311++G** method in this article. According to the potential energy profile, it can be predicted that the course of the reaction consists of six elementary reactions. The 3-thiopheneacetic acetic acid and 4-pyridine formamidine form first an intermediate product through a dehydration reaction; the intermediate product further combines with hydrogen ion to form a positive ions; the positive ion reacts with three fluorine ethyl hydrazines by a dehydration reaction to form another positive ions; then, it followed by two isomerization reactions, the final reaction with the acetate ion (Ac−) produces the final product. The research results reveal the laws of synthesis reaction of 1,3,5-trisubstituted-1,2,4-triazoles by the carboxylic acids, amidines, hydrazines, and their derivatives on theoretical level. These studies provide the systematic theoretical basis to design and synthesize new 1,3,5-trisubstituted-1,2,4-triazoles.
Funder
National Natural Science Foundation of China (NSFC)and Project of Key R&D of Shandong Province in China
Subject
Physical and Theoretical Chemistry