A one-pot synthesis of 7,11-diaryl-2,4-diazaspiro[5,5]undecane-3-oxo (or thioxo)-1,5,9-triones

Authors

  • M Giasuddin Ahmed Department of Chemistry, University of Dhaka, Dhaka
  • Syeda Asghari Ahmed (late) Department of Chemistry, University of Dhaka, Dhaka
  • UKR Romman Department of Chemistry, University of Dhaka, Dhaka
  • Kawsari Akhter Department of Chemistry, University of Dhaka, Dhaka
  • Md Ershad Halim Department of Chemistry, University of Dhaka, Dhaka
  • Shamsun Naher Department of Chemistry, University of Dhaka, Dhaka
  • Md Aslam Department of Chemistry, University of Dhaka, Dhaka
  • S Mosaddeq Ahmed Faculty of Science & IT, American International University-Bangladesh (AIUB), Banani, Dhaka

DOI:

https://doi.org/10.3329/jbcs.v24i2.9702

Abstract

Spiro compounds 7,11-diaryl-2,4-diazaspiro[5,5]undecane-1,3,5,9-tetraones 3a-d were prepared by carrying out reactions between diarylideneacetones, (ArCH=CH)2C=O, 2a-d [Ar= 2-CH3C6H4, 4-CH3C6H4, 4-(CH3)2NC6H4 and 4-HOC6H4 respectively] and  barbituric acid (1a) under refluxing condition in aqueous ethanol medium without using any catalyst. Under similar conditions the corresponding 7,11-diaryl-3-thioxo-2,4-diazaspiro[5,5]undecane-1,5,9-triones 3e-g were synthesized from the reactions of diarylideneacetones 2a, 2d and 2e [Ar= 4-ClC6H4] with 2-thiobarbituric acid (1b). The structures of the spiro compounds were established with the help of their UV, IR, 1H NMR, 13C NMR and mass spectral data and elemental analyses.

DOI: http://dx.doi.org/10.3329/jbcs.v24i2.9702

Journal of Bangladesh Chemical Society, Vol. 24(2), 135-142, 2011

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How to Cite

Ahmed, M. G., Ahmed, S. A., Romman, U., Akhter, K., Halim, M. E., Naher, S., Aslam, M., & Ahmed, S. M. (2012). A one-pot synthesis of 7,11-diaryl-2,4-diazaspiro[5,5]undecane-3-oxo (or thioxo)-1,5,9-triones. Journal of the Bangladesh Chemical Society, 24(2), 135–142. https://doi.org/10.3329/jbcs.v24i2.9702

Issue

Vol. 24 No. 2 (2011)

Section

Articles