SYNTHESIS AND CYCLIZATION OF SOME THIOSEMICARBAZIDE DERIVATIVES | ||||
| Bulletin of Faculty of Science, Zagazig University | ||||
| Article 10, Volume 2017, Issue 1, 2017, Page 149-167 PDF (902.67 K) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/bfszu.2017.31048 | ||||
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| Authors | ||||
| Hamed Y. Moustafa1; Mohammed A. Younis2; Mohammed M. Azab1 | ||||
| 1Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt | ||||
| 2Department of Chemistry, Faculty of Science, Banha Universty, Banha, Egypt | ||||
| Abstract | ||||
| The thiosemicarbazide 3 was obtained from reaction between hydrazine 2 and heteroallene 1. The condensed triazotriazole derivative 5 was obtained from the reaction of compound 3 with diethyl malonate. The cyclization of thiourea unit of compound 3 by heteroallene 1 furnished triazine 8. Benzoylation of compound 3 using benzoyl chloride 9 formed triazole derivative 11. Reaction of compound 3 and maleic anhydride 12 gave furothiadiazine 13. cyclohexanopyrimidinthione 16 was obtained as a result of cyclocondensation of cyclohexanone 14 with compound 3. Triazole 19 obtained from compound 3 and ammonium isothiocyanate 17 under thermal condition. Reaction of compound 3 with ethyl bromoacetate gave thiazole derivative 22. [2+3] cyclocondensation of acetyl acetone 23 and compound 3 provided pyrazole 25. Triazolotriazole 27 obtained from Formalin 26 and compound 3. Compound 3 suffers intramolecular base mediated cyclization affording triazole 28. Keeping compound 3 and propinaldehyde 29 under reflux provided triazolotriazole 31. Compound 3 oxidized by iodine to oxadiazole 32. Acylation of compound 3 by succinic acid formed triazolthione 34. | ||||
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