Reactions with hydrazonoyl halides 40: Synthesis of some new 1,3,4-thiadiazoles, pyrrolo[3,4-c]pyrazoles, pyrazoles, and pyrazolo[3,4-d] pyridazines

Synthetic Communications

Volumn 35, Issue 2, 2005, Pages 249-261

  Moustapha, Chahid ^a,b   Abdel Riheem, Nadia A ^a   Abdelhamid, Abdou O ^a  

^a CAIRO UNIVERSITY   (Egypt)

^b Department of Chemistry   (Syrian Arab Republic)

Author keywords

1,3 dipolar cycloaddition; 2,3 dihydro 1,3,4 thiadiazoles; Hydrazonoyl halides; Maleimides; Pyrazolo 3,4 d pyridazines; Pyrrolo 3,4 d pyrazoles

Indexed keywords

1[[[2 (1,2 DIAZA 3 PHENYLPROP 2 ENYLIDENE) 3 PHENYL 1,3,4 THIADIAZOLIN 5 YL]]CARBONYL]BENZO[F]2H CHROMEN 3 ONE; 2 (7 SUBSTITUTED 2 PHENYLPYRAZOLO[3,4 D]PYRIDAZIN 4 YL)BENZO[F]2H CHROMEN 3 ONE; 2 [1,2 DIAZA 3 (2 OXO(2H)CHROMEN 3 YL)BUT 2 ENYLIDENE] 3 PHENYL 1,3,4 THIADIAZOLINE 5 CARBOXYLATE; 2,3 DIHYDRO 1,3,4 THIADIAZOLE; 3 (DIMETHYLAMINO)PROP 2 ENOYLBENZO[F]2H CHROMEN 3 ONE; 3 [(3 SUBSTITUTED 1 PHENYLPYRAZOL 4 YL)CARBONYL]BENZO[F]2H CHROMEN 3 ONE; BROMINE DERIVATIVE; CHROMENE DERIVATIVE; COUMARIN; HYDRAZONOYL BROMIDE; MALEIMIDE DERIVATIVE; N [AZA[5 (3 OXOBENZO[F]2H CHROMEN 2 YL) 3 PHENYL(1,3,4 THIADIAZOLIN 2 YLIDENE)]METHYL]BENZAMIDE; PYRAZOLE DERIVATIVE; PYRAZOLO[3,4 D]PYRIDAZINE DERIVATIVE; PYRIDAZINE DERIVATIVE; PYRROLO[3,4 D]PYRAZOLE 4,6 DIONE; PYRROLO[3,4 D]PYRAZOLE DERIVATIVE; THIADIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 14344262549     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-200048444     Document Type: Article

References (28)

1. Anderson, D. M.; Shelley, S.; Crick, N.; Buraglio, M. J. Clin. Pharmacol. 2002, 42, 1358.
2. Tassies, D.; Freire, C. J.; Monteagudo; Ordinas, A.; Reverter, J. C. Haematolgica 1992, 87, 1185.
3. Stone, W. B.; Okoniewski, J. C.; Stedelin, J. R. J. Wildlife Dis. 1999, 35, 187.
4. Weick, J.; Thorn, R. S. J. Econ. Entomol. 2002, 95, 227.
5. Lafitte, D.; Lamour, V.; Tsvetkov, P. O.; Makarov, A. A.; Klich, M.; Deprez, P.; Moras, D.; Briand, C.; Gilli, R. Biochemistry 2002, 41, 7217.
6. Mitscher, L. A. Principles of Medicinal Chemistry, 5th Ed.; Foye, W. O., Lemke, T. L., Williams, D. A., Eds.; Williams and Wikins: Baltimore, 2002; pp. 819-864.
7. Kornis, D. I. Comperhensive Heterocyclic Chemistry; Katritzky, A. R., Ress, C. W., Scriven, E. F. V., Eds.; Pergamon: Oxford, 1996; Vol. 4.
8. Abdelhamid, A. O.; Al-Atoom, A. A. Phosphorus, Sulfur, Silicon and Relat Elmnt 2004, 179, 2221.
9. Fischer, O. Chem. Ber. 1878, 9, 463.
10. Wechester, H. S. Ann. 1902, 325, 237.
11. Korosi, J. Ger. Offen. 1,934,809 29, Jan. 1970[CA: 1970, 72, 100333s].
12. Pei, S. G.; Shirodkar, P. Y. Ind. Drugs 1988, 25, 1531[CA: 1988, 109, 170166v].
13. Pei, S. G.; Shirodkar, P. Y. Ind. Drugs 1988, 25, 1531[CA: 1988, 109, 170166v].
14. Sandstrom, J. Arkiv Kemi. 1952, 4, 297[CA: 1952, 47, 9271].
15. Sandstrom, J. Arkiv Kemi. 1952, 4, 297[CA: 1952, 47, 9271].
16. Searle, N. E U.S. Pat. 2 444 536, 1948Chem. Abstr. 1948, 42, 7340.
17. Klayman, D. L.; Bartosevichm, J. F.; Griffin, T. S.; Mason, C. J.; Scovill, J. P. J. Med. Chem. 1979, 22, 855.
18. Korosi, J. Ger. Offen. 1, 934, 899 29, Jan. 1970[Chem. Abstr. 1970, 72, 100334s].
19. Zohdi, H. F.; Rateb, N. M.; Sallam, M. M.M.; Abdelhamid, A. O. J. Chem. Res. 1998 (S), 742(M) 3329.
20. Huisgen, R.; Grashey, R.; Seidel, M.; Knupfer, H.; Schmidt, R. Liebigs Ann. Chem. 1962, 658, 169.
21. Butler, R. N.; NiBhradaigh, E. P.; Fitzgerald, K. J. J. Chem. Res. 1993 (S), 306(M) 1948.
22. Eweiss, N. F.; Osman, A. J. Heterocycl. Chem. 1980, 17, 1713.
23. Favrel, G.; Chrz, J. Bull. Soc. Chim. France 1927, 41, 1603.
24. Shawali, A. S.; Abdelhamid, A. O. Bull. Chem. Soc. Japn. 1976, 49, 321.
25. Shawali, A. S.; Osman, A. Tetrahedron 1971, 27, 2528.
26. Murthi, G. S. S.; Baska, M. J. Indian Chem. Soc. 1993, 70, 170.
27. Shockravi, A.; Shargi, H.; Valizadeh, H.; Heravic, M. M. Phosphorus, Sulfur, Silicon and Relat Elmnt. 2002, 177, 2555.
28. Koelsch, C. F. J. Am. Chem. Soc. 1950, 72, 2993.