SOME REACTIONS ON 5-PHENYL-1, 3, 4-OXA(THIA)DIAZOLE-2-THIONES
EL-BARBARY, A., EL-NAGGAR, H. (2005). SOME REACTIONS ON 5-PHENYL-1, 3, 4-OXA(THIA)DIAZOLE-2-THIONES. EKB Journal Management System, 29(2), 29-41. doi: 10.21608/djs.2005.156248
A.A. EL-BARBARY; H.H. EL-NAGGAR. "SOME REACTIONS ON 5-PHENYL-1, 3, 4-OXA(THIA)DIAZOLE-2-THIONES". EKB Journal Management System, 29, 2, 2005, 29-41. doi: 10.21608/djs.2005.156248
EL-BARBARY, A., EL-NAGGAR, H. (2005). 'SOME REACTIONS ON 5-PHENYL-1, 3, 4-OXA(THIA)DIAZOLE-2-THIONES', EKB Journal Management System, 29(2), pp. 29-41. doi: 10.21608/djs.2005.156248
EL-BARBARY, A., EL-NAGGAR, H. SOME REACTIONS ON 5-PHENYL-1, 3, 4-OXA(THIA)DIAZOLE-2-THIONES. EKB Journal Management System, 2005; 29(2): 29-41. doi: 10.21608/djs.2005.156248

SOME REACTIONS ON 5-PHENYL-1, 3, 4-OXA(THIA)DIAZOLE-2-THIONES

Delta Journal of Science
Article 11, Volume 29, Issue 2, December 2005, Page 29-41  XML PDF (1.14 MB)
Document Type: Research and Reference
DOI: 10.21608/djs.2005.156248
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Authors
A.A. EL-BARBARY1; H.H. EL-NAGGAR2
1Chemistry Department, Faculty of Science, Tanta University, Tanta, Egypt
2Kafr El-zayat Company for Chemicals & Insecticides, Kafer El-Zayat, Egypt
Abstract
Reacting 5-phenyl-1, 3, 4-oxa(thia)diazole-2(3H)-thiones 1 with formaldehyde afforded the corresponding 3-hydroxmethyl derivatives 2 which on condensation with DEM and/or EAA gave 3 and 4, respectively. Treatment of 1 with maleic acid afforded the diacids 5 which on reacting with Ac2O gave the anhydrides 6. Esterification of 6 with MeOH and PhOH afforded the corresponding esters 7 and 8. Hydrazinolysis of 7 yielded 9 and 10. Treatment of 1 with p-benzoqunone, cyanogen bromide and phenacyl bromide afforded 11, 12 and 13, respectively.
Thiation of 13 with P2S5 afforded 14. Reacting 1 with chloroacetyl chloride yielded 15 which on treatment with NH3 afforded the amide 16.  Condensation of 1 with hydrazine hydrate afforded 17 which on treatment with phenacyl bromide gave 18. Cyclization of 18 with Ac2O yielded 19. Treatment of 1 with phenylhydrazine gave 20 which on reacting with phenacyl bromide afforded 21. Some of the products were evaluated for their antibacterial activities. 
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