Open Access

A New Route for Nanocomposite Photocatalyst Mediated Synthesis of 2,5-dimethylpyrazine

V. Kandavelu ,
Department of Chemistry, Sri Shakthi Instittute of Engineering & Technology, Coimbatore, TN, India. R. Renganathan School of Chemistry, Bharathidasan University, Tiruchirappalli, TN, India.

---

---

Abstract

Synthesis of N-containing heterocyclic compound, 2,5-dimethylpyrazine,is reported with moderate yields. It is achieved by heterogeneous photocatalysis at room temperature from inexpensive and readily available reactants i.e., propylenediamine and propylene glycol by cyclization. Various semiconductor supported zeolite photocatalysts were used for the synthesis in the acetonitrile medium. The reaction conditions have been optimized to get the maximum yield by modifying the catalyst, mole ratio of the reactants and irradiation time. ZSM-5 with 5% TiO₂ gives higher yields up to 32.4 mol %.

Full Text

Reference

---

Chang, C. D. and Perkins, P. D., Process for making alkyl pyrazines, US Patent, 4,855,431(1989).

Fox, M. A.,Organic heterogeneous photocatalysis: Chemical conversions sensitized by irradiated semiconductors, Acc. Chem. Res., 16(9), 314-321(1983).

https://doi.org/10.1021/ar00093a001

Su, W. Y. and Knifton, J. F., Process for preparing pyrazines from hydroxylamines, US Patent, 4,788,289(1988).

Subba Rao, K. V. Srinivas, B. Prasad A. R. and Subramanyam, M., A novel one step photocatalytic synthesis of dihydropyrazine from ethylenediamine and propylene glycol, Chem. Comm.,(16),1533-1534(2000).

https://doi.org/10.1039/B003934I

Subba Rao, K.V. and Subramanyam, M., A novel one step photocatalytic synthesis of 2-methyl qunioxaline from o-phenylenediamine and propylene glycol over TiO2/zeolite mediated system, Chem. Lett.,31(3), 234-235(2002).

https://doi.org/10.1246/cl.2002.234

Subba Rao, K. V. Kandavelu, V. Srinivas, B. Subramanyam, M. and RavindranathanThampi, K., A novel route for the synthesis of pyrazine from N-(2,3-dihydroxypropyl) ethylenediamine over nanocomposite catalysts, Chem. Comm.,(21) 2706-2707(2003).

https://doi.org/10.1039/B308520A

Wang, H. Partch, R. E. and Li, Y., Synthesis of alkyl benzimidazoles via TiO2 mediated photocatalysis, J. Org. Chem., 62(15) 5222-5225(1997).

https://doi.org/10.1021/jo970253j