One pot synthesis of 2- amino-5-oxo-4-aryl-5, 6, 7, 8-tetrahydro- 4Hchromenes- 3-carboxilic acid ethyl esters

Authors

  • Al Mahmud Department of Chemistry, Organic Research Laboratory, University of Dhaka. Dhaka-1000
  • ME Halim Department of Chemistry, Organic Research Laboratory, University of Dhaka. Dhaka-1000
  • MK Ali Department of Chemistry, Organic Research Laboratory, University of Dhaka. Dhaka-1000
  • MA Kabir Department of Chemistry, Organic Research Laboratory, University of Dhaka. Dhaka-1000
  • K Akhter Department of Chemistry, Organic Research Laboratory, University of Dhaka. Dhaka-1000
  • K Jahan Department of Chemistry, Organic Research Laboratory, University of Dhaka. Dhaka-1000
  • UKR Romman Department of Chemistry, Organic Research Laboratory, University of Dhaka. Dhaka-1000

DOI:

https://doi.org/10.3329/bjsir.v53i1.35908

Keywords:

4H- chromenes, 1, 3-cyclohexanedione, 5, 5-dimethyl-1, , –unsaturated cyanoesters, Knoevenagel adducts, Sodium ethoxide, Michael-cyclization

Abstract

Ethyl esters of 2-cyano-3-arylacrylic acid 1a-b ( a = 3- Br- C6H4, b= 4- OH- C6H4 ) reacted with 5, 5-dimethyl-1, 3-cyclohexane (2b, R = CH3) and 1c-d (c= 3- OH- C6H4, d= 3- NO2- C6H4 ) reacted with 1, 3-cyclohexanedione (2a, R = H) and 5, 5-dimethyl-1, 3-cyclohexanedione (2b, R=CH3) in the presence of alcoholic sodium ethoxide to give the corresponding ethyl esters of 2- amino- 7, 7- dimethyl-5-oxo-4-aryl-5, 6, 7, 8-tetrahydro- 4H- chromenes-3-carboxylic acid 3a-c, 3f and 2- amino-5-oxo-4-aryl-5, 6, 7, 8-tetrahydro- 4H- chromenes-3-carboxilic acid ethyl esters 3d-e. The structures of the compounds 3a-f were confirmed by their ultraviolet (UV), infrared (IR), 1H NMR, 13C NMR, mass spectra and elemental analyses.

Bangladesh J. Sci. Ind. Res.53(1), 35-40, 2018

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Author Biography

Al Mahmud, Department of Chemistry, Organic Research Laboratory, University of Dhaka. Dhaka-1000



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Published

2018-03-11

How to Cite

Mahmud, A., Halim, M., Ali, M., Kabir, M., Akhter, K., Jahan, K., & Romman, U. (2018). One pot synthesis of 2- amino-5-oxo-4-aryl-5, 6, 7, 8-tetrahydro- 4Hchromenes- 3-carboxilic acid ethyl esters. Bangladesh Journal of Scientific and Industrial Research, 53(1), 35–40. https://doi.org/10.3329/bjsir.v53i1.35908

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