Journal of Industrial and Engineering Chemistry, Vol.19, No.2, 407-412, March, 2013
Heteropolyacid-clay nano-composite as a novel heterogeneous catalyst for the synthesis of 2,3-dihydroquinazolinones
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The present research work is intended to synthesize a series of substituted 2,3-dihydro-2-
phenylquinazolin-4(1H)-ones using clay-supported heteropolyacid as a novel heterogeneous, reusable and inexpensive catalyst. This catalyst afforded excellent yields in very short reaction times that shows high selectivity without affecting other functional groups, such as carbon-carbon double bond and heterocyclic moieties. The catalyst could be recycled at least six times and reused. The synthesis involves cyclo-condensation of anthranilamide with an aldehyde at room temperature in the presence of small amount of the catalyst. No column purification is required and products can be purified by simple crystallization.
- Wang Z, Wang M, Yao X, Li Y, Tan J, Wang L, Qiao W, Geng Y, Liu Y, Wang Q, European Journal of Medicinal Chemistry., 53, 275 (2012)
- Hour MJ, Huang LJ, Kuo SC, Xia Y, Bastow K, Nakanishi Y, Hamel E, Lee KH, Journal of Medicinal Chemistry., 43, 4479 (2000)
- Pandey VK, Tusi S, Tusi Z, Raghubir R, Dixit M, Joshi MN, Indian Journal of Chemistry., 43, 180 (2004)
- Salehi P, Dabiri M, Baghbanzadeh M, Bahramnejad M, Synthetic Communications., 36, 2287 (2006)
- Jaberi ZK, Zarei L, South African Journal of Chemistry., 65, 36 (2012)
- Cheng X, Vellalath S, Goddard R, List B, J. Am. Chem. Soc., 130(47), 15786 (2008)
- Choghamarani AG, Taghipour T, Letters in Organic Chemistry., 8, 470 (2011)
- Bunce RA, Nammalwar B, Journal of Heterocyclic Chemistry., 48, 991 (2011)
- Rostami A, Tavakoli A, Chinese Chemical Letters., 22, 1317 (2011)
- Jianguang Z, Jie F, Journal of Organic Chemistry., 19, 7730 (2011)
- Darvatkar NB, Bhilare SV, Deorukhkar AR, Raut DG, Salunkhe MM, Green Chemistry Letters and Reviews., 3, 301 (2010)
- Chen JX, Su WK, Wu HY, Liu MC, Jin C, Green Chemistry., 9, 972 (2007)
- Shaabani A, Maleki A, Mofakham H, Synthetic Communications., 38, 3751 (2008)
- Davoodnia A, Allameh S, Fakhari AR, Tavakoli-Hoseini N, Chinese Chemical Letters., 21, 550 (2010)
- Zeng LY, Cai C, Journal of Heterocyclic Chemistry., 47, 1035 (2010)
- Chen J, Wu D, He F, Liu M, Wu H, Ding J, Su W, Tetrahedron Letters., 49, 3814 (2008)
- Oila RA, Xu BL, Wang YH, Chinese Chemical Letters., 18, 656 (2007)
- Abdel-Jalil RJ, Voelter W, Saeed M, Tetrahedron Letters., 45, 3475 (2004)
- Shi DQ, Rong LC, Wang JX, Zhuang QY, Wang XS, Hu HW, Tetrahedron Letters., 44, 3199 (2003)
- Su WK, Yang BB, Australian Journal of Chemistry., 55, 695 (2002)
- Dabiri M, Salehi P, Baghbanzadeh M, Zolfigol MA, Agheb M, Heydari S, Catalysis Communications., 9, 785 (2008)
- Kumbar SM, Shanbhag GV, Lefebvre F, Halligudi SB, J. Mol. Catal. A-Chem., 256(1-2), 324 (2006)
- Bhorodwaj SK, Dutta DK, Applied Clay Science., 53, 347 (2011)
- Farhadi S, Taherimehr M, Acta Chimica Slovenica., 55, 637 (2008)
- Sawant DP, Vinu A, Justus J, Srinivasu P, Halligudi SB, J. Mol. Catal. A-Chem., 276(1-2), 150 (2007)
- Nagendrappa G, Applied Clay Science., 53, 106 (2011)
- Ahmed OS, Dutta DK, J. Mol. Catal. A-Chem., 229(1-2), 227 (2005)
- Subba RBV, Venkateswarlu A, Madan C, Venu A, Tetrahedron Letters., 52, 1891 (2011)
- Murthy PVNS, Rambabu D, Krishna GR, Reddy CM, Prasad KRS, Rao MVB, Pal M, Tetrahedron Letters., 53, 863 (2012)