Theoretical Study on the Reaction Mechanism of 2-Methoxybenzaldehyde,4-Bromo-indanone,Malononitrile

• 作 者: 张福兰 黄辉胜
• 机 构: College of Chemistry and Chemical Engineering, Yangtze Normal University,Chongqing Key Laboratory of
• 出 处: 结构化学
• 发表日期: 2017年10期
• 关键词: pyridine bromo ammonium acetate subsequent imino steps inexpensive imaginary att

The reaction mechanism of 2-methoxybenzaldehyde, 4-bromo-indanone, malononitrile and ammonium acetate one-pot to form 6-(2-methoxyphenyl)-2-amino-6-bromo-5 Hindeno[1,2-b]pyridine-3-carbonitrile was studied by density functional theory. The geometries of the reactants, transition states, intermediates and products were optimized at the PW91/DNP level. Vibration analysis was carried out to confirm the transition state structure. Reaction pathways were investigated in this study. The result indicates that the reaction Re→ TSB1→IMB1→ TSB2→ IMB2→TSB3→IMB3→TSB4→IMB4→TSB5→IMB5→TSB6→IMB6→TSB7→IMB7→ TSB8→IMB8→TSB9→IMB9→P2 is the main pathway, the activation energy of which is the lowest. The dominant product predicted theoretically is in agreement with the experiment results.

The reaction mechanism of 2-methoxybenzaldehyde, 4-bromo-indanone, malononitrile and ammonium acetate one-pot to form 6- (2-methoxyphenyl) -2-amino-6-bromo- 3-carbonitrile was studied by density functional theory. The geometries of the reactants, transition states, intermediates and products were optimized at the PW91 / DNP level. Vibration analysis was carried out to confirm the transition state structure. Reaction pathways were investigated in this study . The result indicates that the reaction Re → TSB1 → IMB1 → TSB2 → IMB2 → TSB3 → IMB3 → TSB4 → IMB4 → TSB5 → IMB5 → TSB6 → IMB6 → TSB7 → IMB7 → TSB8 → IMB8 → TSB9 → IMB9 → P2 is the main pathway , the activation energy of which is the lowest result. The dominant product predicted theoretically is in agreement with the experiment results.