Hantzsch reaction of 3-(2-bromoacetyl)-4-hydroxy-chromen-2-one. Synthesis of 3-(thiazol-4-yl)-4-hydroxy coumarines

Journal of Heterocyclic Chemistry

Volumn 41, Issue 4, 2004, Pages 593-596

  Sukdolak, S ^a   Solujic S ^a   Manojlovic N ^a   Vukovic N ^a   Krstic Lj ^b  

^a UNIVERSITY OF KRAGUJEVAC   (Serbia)

^b UNIVERSITY OF BELGRADE   (Serbia)

Author keywords

[No Author keywords available]

Indexed keywords

3 (2 AMINOTHIAZOL 4 YL) 4 HYDROXYCHROMEN 2 ONE; 3 (2 BROMOACETYL) 4 HYDROXYCHROMEN 2 ONE; 3 (THIAZOL 4 YL) 4 HYDROXYCOUMARIN; 3 ACETYL 4 HYDROXYCHROMEN 2 ONE; 4 HYDROXY 3 (2 MERCAPTOTHIAZOL 4 YL)CHROMEN 2 ONE; 4 HYDROXY 3 (2 PHENYLTHIAZOL 4 YL)CHROMEN 2 ONE; ACETIC ACID DERIVATIVE; AMMONIUM DERIVATIVE; AMMONIUM DITHIOCARBAMATE; BROMINE DERIVATIVE; CHROMENE DERIVATIVE; COUMARIN DERIVATIVE; PHENYLTRIMETHYLAMMONIUM TRIBROMIDE; THIOACETAMIDE; THIOBENZAMIDE; THIOUREA; UNCLASSIFIED DRUG;

ARTICLE; BROMINATION; CHEMICAL REACTION; DRUG DETERMINATION; DRUG STRUCTURE; DRUG SYNTHESIS; HANTZSCH REACTION;

EID: 4344634288     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570410418     Document Type: Article

References (21)

1. A. Hantzsch, Ann. Chem., 249, 1 (1888).
2. R. H. Wiley, D. C. England and I. C. Behr, Org. React., 6, 367 (1951).
3. P.G. Samraes, "Sulfonamides and Sulfones, Comprehensive Medicinal Chemistry", Vol. 2, Eds. Pergamon, Oxford 1990. pp 255-270.
4. S. Rover, M. A. Cesura, P. Huguenin and A. Szente, J. Med. Chem. 40, 4378 (1997).
5. L. W. Wattenberg, L. K. T. Low and A. V. Fladmoe, Cancer Res., 39, 1651 (1979); R. E. Willette and T. O. Soine. J. Pharm. Sci., 51, 149 (1961).
6. L. W. Wattenberg, L. K. T. Low and A. V. Fladmoe, Cancer Res., 39, 1651 (1979); R. E. Willette and T. O. Soine. J. Pharm. Sci., 51, 149 (1961).
7. F. M. Dean, "Naturally Occurring Oxygen Ring Compounds", Butterworth, London, 1963, pp 176-220.
8. Chang-Yi Qian, Zhong-Tian Jin and Bing-Zhu Yin, J. Heterocyclic Chem., 26, 601 (1989).
9. I. Iwataki, Bull. Chem. Soc. Japan, 45, 3218 (1972)
10. T. Nozoe, "Non-benzenoid Aromatic Compounds", D. Ginsburg, ed, Interscience Publishers, Inc., New York 1959, pp 339-463.
11. H. J. M. Dou and G. Vernin and J. Metzger, J. Heterocyclic Chem., 6, 575 (1969).
12. M. Baule, R. Vivaldi, J. C. Poite, H. J. M. Dou, G. Vernin and J. Metzger, Bull. Soc. Chim. France, 2679 (1972).
13. Z.-H. Li, Z.-T. Jin B.-Z. Yin and K. Imafuku, J. Hetericyclic Chem., 24, 779 (1971).
14. K. Takase, K. Kasai, K. Shimizu and T. Nozoe, Bull. Chem. Soc. Japan, 44, 2466 (1971).
15. V. Grakauskas, J. Org. Chem., 35, 723 (1970).
16. V. Grakauskas, J. Org. Chem., 34, 3825 (1969).
17. M. Fieser and L. F. Fieser, "Reagents of Organic Synthesis", Vol 4, 1974, p 386.
18. G. Rosini and G. Baccolini, J. Org. Chem., 39, 826 (1974).
19. M. Gaudry and A. Marquet, Org. Synth., 55, 24 (1976).
20. S. Viswewariah, Synthesis, 309 (1982).
21. rd Int. Conf. of the Chemical Societes of the South-Estern European Countries Vol. 2, PO 422 Bucharest 2002.