Synthesis of pyrazinyl compounds from glycerol and 1,2-propanediamine over Cu-TiO2 catalysts supported on γ-Al2O3 |
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Authors: | Xue Li Cheng-Hua Xu Chuan-Qi Liu Yu Chen Jian-Ying Liu |
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Institution: | a Air Environmental Modeling and Pollution Controlling Key Laboratory of Sichuan Higher Education Institutes, Chengdu University of Information Technology, Chengdu 610225, China;
b College of Optoelectronic Technology, Chengdu University of Information Technology, Chengdu 610225, China |
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Abstract: | Cu-TiO2 catalysts supported on γ-Al2O3 are prepared and used in glycerol cyclization with 1,2-propanediamine to produce pyrazinyl compounds including 6-hydroxymethyl-2-methylpyrazine, 5-hydroxymethyl-2-methylpyrazine, 2,6-dimethylpyrazine and 2,5-dimethylpyrazine in a fixed-bed system. It is found that glycerol cylclization with 1,2-propanediamine gave a high total yield of pyrazinyl compounds (>80%) over Cu-TiO2/γ-Al2O3 catalyst, and cyclization was through the reactions between activated 1,2-propanediamine and the intermediates from glycerol dehydration and oxidation. In addition, the regioselectivity of the pyrazinyl compounds was mainly controlled by the steric hindrance of the substrates during the cyclization process. |
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Keywords: | Catalytic cyclization Glycerol Alkyl-substituted pyrazines Steric effect |
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