Microwave-Assisted and Conventional Synthesis of Benzothieno [3,2-e] [1,3,4] triazolo[4,3-c]pyrimidines: A Comparative Study
2
조회
0
다운로드
0
인용
0
참고문헌
키워드
초록
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.
Abstract
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.
참고문헌 (12)
- pyrimidines as Antifolates and Antimalarials, "J. Med. Chem", 1973, 185~188
- Shishoo, C. J, "Synthesis and Biological Activity of Tetrazolothienopyrimidines", Indian J. Chem, 21B, pp.666~668 (1982)
- Cannito, A, "Synthesis and Pharmacological Activities of Some 3-Substituted thienopyrimidin-4-one- 2-thiones", Eur. J. Med. Chem, 25, pp.635~639 (1990)
- Shishoo, C. J, "Studies on the Synthesis of 2-(2-Arylvinyl)- thieno(2,3-d)pyrimidines and 5-(2-Arylvinyl)triazolo Thieno Pyrimidines", J. Heterocycl. Chem, 22, pp.825~828 (1985)
- Munchhof, M. J, "Design and SAR of Thienopyrimidine and Thienopyridine Inhibitors of VEGFR Kinase Activity", Bioorg. Med. Chem. Lett, 14, pp.21~24 (2004)
- pyrimidine-4-ones, "J. Indian Chem. Soc", 1981, 982~984
- Shishoo, C. 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, 28B, pp.1039~1047 (1989)
- Shetty, N. S, "Synthesis and Antimicrobial Activity of Some Novel Thienopyrimidines and Triazolothienopyrimidines", J. Chem. Sci, 121, pp.301~307 (2009)
- Pyrimidines, "J. Het. Chem", 1998, 1295~1300
- Sebnis, R. W, "2-Aminothiophenes by the Gewald Reaction", J. Het. Chem, 36, pp.333~345 (1999)
- Gewald, K, , Aminothiophene synthesis. Chem. Ber, 99, pp.94~100 (1966)
- pyrimidines and Related Compounds, "J. Med. Chem", 1973, 188~191
