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Microwave-Assisted and Conventional Synthesis of Benzothieno [3,2-e] [1,3,4] triazolo[4,3-c]pyrimidines: A Comparative Study
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 Title & Authors
Microwave-Assisted and Conventional Synthesis of Benzothieno [3,2-e] [1,3,4] triazolo[4,3-c]pyrimidines: A Comparative Study
Gaonkar, Santhosh L.; Ahn, Chuljin; Princia, Princia; Shetty, Nitinkumar S.;
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Benzothieno[2,3-d]pyrimidines (2,3,4) and benzothieno[3,2-e][1,3,4]triazolo[4,3-c] pyrimidines (5a-c) were synthesized from the precursor 2-amino-7-oxo-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile 1 by employing the conventional method as well as the microwave irradiation technique. The precursor 2-amino-3-cyanothiophene analogue 1 was synthesized by employing the well-known Gewald reaction. In the present work it has been found that the microwave supported syntheses are more efficient than the conventional classical heating methods. The structures of all the compounds were ascertained by spectral and analytical data.
Conventional method;Microwave irradiation;Thienopyrimidine;Triazolothienopyrimidine;
 Cited by
Chaykovsky, M.; Lin, M.; Rosowsky, A.; Modest, E. J. 2,4-Diamino Thieno[2,3-d]pyrimidines as Antifolates and Antimalarials. J. Med. Chem. 1973, 16, 185-188. crossref(new window)

Shishoo, C. J.; Devani, M. B.; Karvekar, M. D.; Ullas, G. V.; Anathan, S.; Bhadti, V. S.; Patel, R. B.; Gandhi, T. P. Synthesis and Biological Activity of Tetrazolothienopyrimidines. Indian J. Chem. 1982, 21B, 666-668.

Cannito, A.; Perrissin, M.; Luu-Duc, C.; Huguet, F.; Gaultier, C.; Nareisse, G. Synthesis and Pharmacological Activities of Some 3-Substituted thienopyrimidin-4-one- 2-thiones. Eur. J. Med. Chem. 1990, 25, 635-639. crossref(new window)

Shishoo, C. J.; Devani, M. B.; Ullas, G. V.; Ananthan, S.; Bhadthi, V. S. Studies on the Synthesis of 2-(2-Arylvinyl)- thieno(2,3-d)pyrimidines and 5-(2-Arylvinyl)triazolo Thieno Pyrimidines. J. Heterocycl. Chem. 1985, 22, 825-828. crossref(new window)

Munchhof, M. J.; et al. Design and SAR of Thienopyrimidine and Thienopyridine Inhibitors of VEGFR Kinase Activity. Bioorg. Med. Chem. Lett. 2004, 14, 21-24. crossref(new window)

Kulshreshtha, M. J.; Bhatt, S.; Pardasani, M.; Khanna, N. M. Synthesis of 2-Methyl, 3-Aryl or Arylalkyl 5,6-dimethyl or Polymethylene thieno[2,3-d]pyrimidine-4-ones. J. Indian Chem. Soc. 1981, 58, 982-984.

Shishoo, C. J.; Devani, M. B.; Anathan, S.; Jain, K. S.; Bhadti, V. S.; Mohan, S.; Patel, L. J. Synthesis of Some 2-Substituted quinazolin-4-ones and Thienopyrimidin-4- ones of Biological Interest and Isolation of o-Functionalized Amidine Intermediates. Indian J. Chem. 1989, 28B, 1039-1047.

Shetty, N. S.; Lamani, R. S.; Khazi, I. M. Synthesis and Antimicrobial Activity of Some Novel Thienopyrimidines and Triazolothienopyrimidines. J. Chem. Sci. 2009, 121, 301-307. crossref(new window)

Dave, C. G.; Shah, R. D. Synthesis of 7H-Tetrazolo[1,5- c]pyrrolo [3,2-e] pyrimidines and Their Reductive Ring cleavage to 4-Amino pyrrolo[2,3-d] Pyrimidines. J. Het. Chem. 1998, 35, 1295-1300. crossref(new window)

Sebnis, R. W.; Ragnekar, D. W.; Sonawane, N. D. 2-Aminothiophenes by the Gewald Reaction. J. Het. Chem. 1999, 36, 333-345. crossref(new window)

Gewald, K.; Schinke, E.; Boettcher, H. Aminothiophene synthesis. Chem. Ber. 1966, 99, 94-100.

Rosowsky, A.; Chaykovsky, M.; Chen, K. K. N.; Lin, M.; Modest, E. J. Synthesis of 2,4-Diamino-5,6,4,8-tetrahydro thianaphtheno [2,3-d] pyrimidines and Related Compounds. J. Med. Chem. 1973, 16, 188-191. crossref(new window)