Microwave-Assisted Synthesis and Antimicrobial Activity of Novel   Azetidinones from Dehydroacetic Acid

Chetan P. Pulate; Gurubasavrajswamy P. M.; Rishikesh V Antre; Divakar Goli

doi:10.37285/ijddd.2.2.7

Articles

Vol. 2 No. 2 (2011): April – June 2011

Microwave-Assisted Synthesis and Antimicrobial Activity of Novel Azetidinones from Dehydroacetic Acid

Chetan P. Pulate^▸^▾
Gurubasavrajswamy P. M.^▸^▾
Rishikesh V Antre^▸^▾
Divakar Goli^▸^▾

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DOI: https://doi.org/10.37285/ijddd.2.2.7
Submitted: November 28, 2024
Published: 2024-12-08

Abstract

This paper describes the reaction of dehydroacetic acid with primary aromatic amines to yield Schiff bases (2a-2g) by using microwave system. Schiff bases irradiated with dimethyl formamide in presence of triethyl amine and chloroacetyl chloride to afford azetidinones (3a-3g) in excellent yields. The products, characterized on the basis of spectral data, have shown moderate to good antimicrobial activity against some bacteria and fungi.

References

[1] Wheat, P.F. J. Antimicro. Chem. 2001, 48, 1.
[2] Chavan, A.A.; Pai, N.R. Molecules. 2007, 12, 2467.
[3] Singh, G.S.; Mbukwa, E.; Pheko, T. Arkivok. 2007, 9, 80.
[4] Bhat, I.K.; Chaithanya, S.K.; Satyanarayana, P.D.; Kalluraya, B. J. Serb. Chem. Soc. 2007, 72, 437.
[5] Singh, G.S.; Mmolotsi, B.J. IL Farmaco. 2005, 60(9), 727.
[6] Kumar, A.; Rajput, C.S. Bioorg. Med. Chem. 2007, 15, 3089.
[7] Biradar, J.S.; Manjunath, S.Y. Indian J. Chem. 2004, 43(B), 141.
[8] Cheng, Q.; Kiyota, H.; Yamaguchi, M.; Horiguchi, T.; Oritani, T. Bioorg. Med. Chem. Lett. 2003, 13, 1075.
[9] Anaya, J.; Gero, D.S.; Grande, M.; Hernando, J.I.M.; Laso, N.M. Bioorg. Med. Chem. 1999, 7(5), 837.
[10] Gerona-Navarro, G.; Perez de Vega, M.J.; Garcia-Lopez,
M. T.; Andrei, G.; Snoeck, R.; De Clercq, E.; Balzarini, J.; Gonzalez-Muniz, R. J. Med. Chem., 2005, 48(7), 2612.
[11] Yoakim, C.; Ogilvie, W.W.; Cameron, D.R.; Chabot, C.; Guse, I.; Hache, B.; Naud, J.; O’Meara, J.A.; Plante, R.; Deziel, R. J. Med. Chem. 1998, 41, 2882.
[12] Koussini, R.; Al-Shihri, A.S. Jordan J. Chem. 2008, 3(2), 103.
[13] Frank, P.V.; Girish, K.S.; Kalluraya, B. J. Chem. Sci. 2007, 119(1), 41.
[14] Xua, R.; Zhanga, J.; Tiana, Y.; Zhoua, J. J. Iran. Chem. Soc. 2009, 6(2), 443.
[15] Seven, Z.; Dindar, B.; Gultekin, B. Turk. J. Chem. 2009, 33, 123.

Keywords

Dehydroacetic acid
2-Azetidinones
Antimicrobial

How to Cite

Pulate, C. P., P. M., G., Antre, R. V., & Goli, D. (2024). Microwave-Assisted Synthesis and Antimicrobial Activity of Novel Azetidinones from Dehydroacetic Acid . International Journal of Drug Design and Discovery, 2(2), 483–487. https://doi.org/10.37285/ijddd.2.2.7

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[1] [1] Wheat, P.F. J. Antimicro. Chem. 2001, 48, 1.

[2] [2] Chavan, A.A.; Pai, N.R. Molecules. 2007, 12, 2467.

[3] [3] Singh, G.S.; Mbukwa, E.; Pheko, T. Arkivok. 2007, 9, 80.

[4] [4] Bhat, I.K.; Chaithanya, S.K.; Satyanarayana, P.D.; Kalluraya, B. J. Serb. Chem. Soc. 2007, 72, 437.

[5] [5] Singh, G.S.; Mmolotsi, B.J. IL Farmaco. 2005, 60(9), 727.

[6] [6] Kumar, A.; Rajput, C.S. Bioorg. Med. Chem. 2007, 15, 3089.

[7] [7] Biradar, J.S.; Manjunath, S.Y. Indian J. Chem. 2004, 43(B), 141.

[8] [8] Cheng, Q.; Kiyota, H.; Yamaguchi, M.; Horiguchi, T.; Oritani, T. Bioorg. Med. Chem. Lett. 2003, 13, 1075.

[9] [9] Anaya, J.; Gero, D.S.; Grande, M.; Hernando, J.I.M.; Laso, N.M. Bioorg. Med. Chem. 1999, 7(5), 837.

[10] [10] Gerona-Navarro, G.; Perez de Vega, M.J.; Garcia-Lopez,

[11] M. T.; Andrei, G.; Snoeck, R.; De Clercq, E.; Balzarini, J.; Gonzalez-Muniz, R. J. Med. Chem., 2005, 48(7), 2612.

[12] [11] Yoakim, C.; Ogilvie, W.W.; Cameron, D.R.; Chabot, C.; Guse, I.; Hache, B.; Naud, J.; O’Meara, J.A.; Plante, R.; Deziel, R. J. Med. Chem. 1998, 41, 2882.

[13] [12] Koussini, R.; Al-Shihri, A.S. Jordan J. Chem. 2008, 3(2), 103.

[14] [13] Frank, P.V.; Girish, K.S.; Kalluraya, B. J. Chem. Sci. 2007, 119(1), 41.

[15] [14] Xua, R.; Zhanga, J.; Tiana, Y.; Zhoua, J. J. Iran. Chem. Soc. 2009, 6(2), 443.

[16] [15] Seven, Z.; Dindar, B.; Gultekin, B. Turk. J. Chem. 2009, 33, 123.

Abstract

References

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