SiO2-NaHSO4 as an Efficient Reusable Heterogeneous Catalyst for the One-Pot Three-Component Synthesis of Octahydro-quinazolin-2,5-diones in Water

doi:10.1016/S1872-2067(11)60366-5

Abstract

Abstract: An environmentally benign method for the synthesis of octahydro-quinazolin-2,5-diones by the reaction of aromatic aldehydes, dimedone, and urea in the presence of SiO₂-NaHSO₄is reported. SiO₂-NaHSO₄ acts as an efficient, mild, and recyclable heterogeneous catalyst to give excellent yields within a short reaction time in water at 60–80 °C.

Key words: octahydro-quinazolin-2,5-dione, aromatic aldehyde, dimedone, urea, water

Sadeq Hamood Saleh AZZAM, Aisha SIDDEKHA, Aatika NIZAM, Mohamed Afzal PASHA. SiO₂-NaHSO₄ as an Efficient Reusable Heterogeneous Catalyst for the One-Pot Three-Component Synthesis of Octahydro-quinazolin-2,5-diones in Water[J]. Chinese Journal of Catalysis, 2012, 33(4): 677-680.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(11)60366-5

https://www.cjcatal.com/EN/Y2012/V33/I4/677

References

1 Pandey G, Singh R P, Garg A, Singh V K. Tetrahedron Lett, 2005, 46: 2137
2 Ugi I. Pure Appl Chem, 2001, 73: 187
3 Kidwai M, Saxena S, Khan M K R, Thukral S S. Eur J Med Chem, 2005, 40: 816
4 Yarim M, Sarac S, Kilic F S, Erol K. Farmaco, 2003, 58: 17
5 Yarim M, Sarac S, Ertan M, Kilic F S, Erol K. Arzneim- Forsch, 2002, 52: 27
6 Zorkun I S, Sarac S, Celebi S, Erol K. Bioorg Med Chem Lett, 2006, 14: 8582
7 Kirti S N, Bapurao B S, Murlidhar S S. Tetrahedron Lett, 2010, 51: 3616
8 Kantevari S, Bantu R, Nagarapu L. ARKIVOC, 2006, (16): 136
9 Lin H X, Zhao Q J, Xu B, Wang X H. J Mol Catal A, 2007, 268: 221
10 Hassani Z, Islami M R, Kalantari M. Bioorg Med Chem Lett, 2006, 16: 4479
11 Sarac S, Yarim M, Ertan M, Kilic F S, Erol K. Pharmazie, 2001, 56: 298
12 Maradur S P, Gokavi G S. Catal Commun, 2007, 8: 279
13 Heravi M M, Bakhtiari K, Bamoharram F Z. Catal Commun, 2006, 7: 373
14 Kumar A, Maurya R A. Tetrahedron Lett, 2007, 48: 4569
15 Niralwad K S, Shingate B B, Shingare M S. J Chin Chem Soc, 2010, 57: 89
16 Khurana J M, Kumar S. Monatsh Chem, 2010, 141: 561
17 Ladani N K, Petel M P, Petel R G. ARKIVOC, 2009, (7): 292
18 Azarifar D, Forghaniha A. J Chin Chem Soc, 2006, 53: 1189
19 Das B, Thirupathi P, Reddy K R, Ravikanth B, Nagarapu L. Catal Commun, 2007, 8: 535
20 Sapkal S B, Shelke K F, Shingate B B, Shingare M S. J Korean Chem Soc, 2010, 54: 723
21 Pasha M A, Madhusudana Reddy M B. Synth Commun, 2009, 39: 2928
22 Pasha M A, Jayashankara V P. Bioorg Med Chem Lett, 2007, 17: 621
23 Pasha M A, Jayashankara V P, Ramachandraswamy N. Synth Commun, 2007, 37: 1551
24 Madhusudana Reddy M B, Pasha M A. Chin Chem Lett, 2010, 21: 1025
25 Pasha M A, Jayashankara V P. J Pharma Toxicology, 2006, 1: 573
26 Manjula K, Pasha M A. Synth Commun, 2007, 37: 1545

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SiO₂-NaHSO₄ as an Efficient Reusable Heterogeneous Catalyst for the One-Pot Three-Component Synthesis of Octahydro-quinazolin-2,5-diones in Water

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