Yıl 2019, Cilt 7 , Sayı , Sayfalar 141 - 146 2019-11-24

Synthesis a Series of 2-Pyrazolideno-1,3,4-Thiadiazoline Compounds Derived from Thiocarbohydrazide

Shaymaa K.y. AL-AZZAWI [1] , Aemn Y.s. AL-ZEBARI [2]


A series of some 2-pyrazolideno-1,3,4-Thiadiazoline Compounds [10-15] was prepared under conventional and thermal conditions using an active starting material thiocarbohydrazide [1] as a good precursor. Thiocarbohydrazide [1] was firstly prepared through direct addition reaction between (80%) hydrazine hydrate and carbon disulfide in aqueous media and reflux conditions, then it will be converted to itʼs hydrazone derivative via condensation reaction with benzophenone in acidic media at room temperature to afford compounds 1-(diphenyl methylene) thiocarbohydrazone [2], and the later one was underwent catalytic intracyclization reaction to give 2-hydrazinyl-5,5-diphenyl-2,5-dihydro-1,3,4-thiadiazoline compound [3] in presence of ferric chloride as a selective catalyst . Finally compound [3] reacted with freshly prepared chalcones (using diffrent substituted benzaldehyde and two types of ketones represented by acetophenone and m-methoxy acetophenono) [4-9] via traditional method to yield the titled compound represented by 1-(5,5-diphenyl-2,5-dihydro-1,3,4-thiadiazol-2yl)-3,5-diaryl-4,5-dihydro pyrazolidine compounds [10-15]. All prepared compounds were illustrated by the available physical and spectral data represented by U.V, FT-IR, H1-NMR & C13-NMR.
Thiocarbohydrazide, Pyrazolidines, 1, 3, 4-thiadiazolines, Hydrazones
  • Abdel Rahman.D E.,Mohamed.K O. (2014). Synthesis of novel 1,3,4-thiadiazole analogues with expected anticancer activity, Der Pharma Chemica, 6(1) ,P: 323- 335. Ansari K F., Lal. C. (2009). Synthesis and biological activity of some heterocyclic compounds containing benzimidazole and beta-lactam moiety, J. Chem. Sci., Vol. 121, No.6, 1017-1025. Azarifar.D., Shaebanzadeh.M. (2002). Synthesis and characterization of new 3, 5-dinaphthyl substituted 2-pyrazolines and study of their antimicrobial activity, Molecules, 7, 885-895. Bheru S.K., Man S. (2014). Synthesis, characterization, antibacterial, antioxidant, DNA binding and SAR study of a novel pyrazine moiety bearing 2-pyrazoline derivatives, New J. Chem., 38, 4290-4299. Fatondji.H.R.,Gbaguidi.F.,Kpoviessi.S.,Bero.J.,Hannaert.V.,QuetinLeclercq.J.,Poupaert.J.,Moudachirou.M.,Accrombessi.G.C. (2011). Synthesis, characterization and trypanocidal activity of some aromatic thiosemicarbazones and their 1,3,4-thiadiazolines derivatives, African Journal of Pure and Applied Chemistry, Vol. 5(1), p:59-64. Francis A.G., Robert M.G. (2011). Organic Chemistry, 8th edition,MeGraw-Hill Comparies,Inc, pp:880. Jumbad H. T., Mustafa S. K., Ammar H. A. (2014). Synthesis and characterization of novel Schiff bases containing pyrimidine unit, Arabian Journal of chemistry, 7, P:157-163. Manjula.P.S., Sarojini.B.K., Darshan Raj.C.G. (2015). Antibacterial and in vitro antioxidant activities of some 4 4-amino-1,2,4-triazole-5(4h)-thione derivatives, J Fundam appl Sci., 7(3), 394-407. Nitulescu.G.M., Draghici.C.,Olaru.O.T. (2013). New Potential Antitumor Pyrazole Derivatives: Synthesis and Cytotoxic Evaluation ,Int. J. Mol. Sci. , 14, 21805-21818. Noto R ., Buccheri F ., Cusmano G ., Gruttadauria M ., Werber G. (1991). Substituent effect on oxidative cyclization of aldehyde thiosemicarbazones with ferric chloride, J. Heterocyclic Chemistry, 28 , 1421. Patil.C B., Mahajan.S.K., Katti.S.A. (2009). Chalcone: A Versatile Molecule, J.Pharm.Sci, 3,11- 22. Rajin M., Devinder K.,Satbirm. (2014). Synthesis and Antimicrobial Activity of Some 1,3‐Disubstituted Indeno[1,2‐c]pyrazoles, J.Heterocyclic Chem, 51,203 . Saha, G.C., Khayer, K., Islam.M.R. (1992). Syntheses of thiocarbohydrazide, some thiocarbohydrazones and their cyclized products as probes for pharmacological studies, Indian J. Chem., 31, 547–551. Shailesh H.S., Pankaj S.P., Mitesh P., Bharat V., Jayesh P. (2014). Synthesis, Characterization and Antimicrobial Activity of Azetidin-2-one based Phenyl Sulfonyl Pyrazoline Derivatives, Global Journal of Science frontier Research, (14):Issue 1.,Version 1, 33-38. Shui-Lin Y., Ming-Yan Y., Zhao-Hui S., Li-Jing M., Cheng-Xia T., Jian-Quan W.,Hong-Ke W., Xing-Hai L. (2014). Synthesis and Antifungal Activity of 1,2,3-thiadiazole Derivatives Containing 1,3,4-thiadiazole Moiety , Letters in Drug Design & Discovery,11, 940-943. Valentiny.M., Martvon.A. (1982). Synthesis of N-glucosyl derivatives of 5-amino-1, 2, 3- thiadiazole and 5-substituted 2-amino-1, 3, 4-thiadiazole, Chem. Zvesti, 36 (1), 111-116. Xue-Ru. L., Hua W., Ze-Yu H., Zhi-Qing M., Jun-Tao F., Xing Z. (2014) . Design, Synthesis and Fungicidal Activities of Some Novel Pyrazole Derivatives , Molecules, 19 , 14036-14051. Yousif.E A., Hameed.A S., Bakir.E T. (2007). Synthesis and photochemical study of of poly(vinyl chloride)-1,3,4-oxadiazole and 1,3,4-thiadiazole, Journal of Al-Nahrain University, Vol.10(1), pp:7-12.
Birincil Dil en
Konular Mühendislik
Bölüm Makaleler
Yazarlar

Yazar: Shaymaa K.y. AL-AZZAWI
Kurum: University of Mosul
Ülke: Iraq


Yazar: Aemn Y.s. AL-ZEBARI
Kurum: University of Mosul
Ülke: Iraq


Tarihler

Yayımlanma Tarihi : 24 Kasım 2019

Bibtex @araştırma makalesi { epstem653253, journal = {The Eurasia Proceedings of Science Technology Engineering and Mathematics}, issn = {}, eissn = {2602-3199}, address = {isresoffice@gmail.com}, publisher = {ISRES Organizasyon Turizm Eğitim Danışmanlık Ltd. Şti.}, year = {2019}, volume = {7}, pages = {141 - 146}, doi = {}, title = {Synthesis a Series of 2-Pyrazolideno-1,3,4-Thiadiazoline Compounds Derived from Thiocarbohydrazide}, key = {cite}, author = {AL-AZZAWI, Shaymaa K.y. and AL-ZEBARI, Aemn Y.s.} }
APA AL-AZZAWI, S , AL-ZEBARI, A . (2019). Synthesis a Series of 2-Pyrazolideno-1,3,4-Thiadiazoline Compounds Derived from Thiocarbohydrazide. The Eurasia Proceedings of Science Technology Engineering and Mathematics , 7 () , 141-146 . Retrieved from https://dergipark.org.tr/tr/pub/epstem/issue/50288/653253
MLA AL-AZZAWI, S , AL-ZEBARI, A . "Synthesis a Series of 2-Pyrazolideno-1,3,4-Thiadiazoline Compounds Derived from Thiocarbohydrazide". The Eurasia Proceedings of Science Technology Engineering and Mathematics 7 (2019 ): 141-146 <https://dergipark.org.tr/tr/pub/epstem/issue/50288/653253>
Chicago AL-AZZAWI, S , AL-ZEBARI, A . "Synthesis a Series of 2-Pyrazolideno-1,3,4-Thiadiazoline Compounds Derived from Thiocarbohydrazide". The Eurasia Proceedings of Science Technology Engineering and Mathematics 7 (2019 ): 141-146
RIS TY - JOUR T1 - Synthesis a Series of 2-Pyrazolideno-1,3,4-Thiadiazoline Compounds Derived from Thiocarbohydrazide AU - Shaymaa K.y. AL-AZZAWI , Aemn Y.s. AL-ZEBARI Y1 - 2019 PY - 2019 N1 - DO - T2 - The Eurasia Proceedings of Science Technology Engineering and Mathematics JF - Journal JO - JOR SP - 141 EP - 146 VL - 7 IS - SN - -2602-3199 M3 - UR - Y2 - 2020 ER -
EndNote %0 The Eurasia Proceedings of Science Technology Engineering and Mathematics Synthesis a Series of 2-Pyrazolideno-1,3,4-Thiadiazoline Compounds Derived from Thiocarbohydrazide %A Shaymaa K.y. AL-AZZAWI , Aemn Y.s. AL-ZEBARI %T Synthesis a Series of 2-Pyrazolideno-1,3,4-Thiadiazoline Compounds Derived from Thiocarbohydrazide %D 2019 %J The Eurasia Proceedings of Science Technology Engineering and Mathematics %P -2602-3199 %V 7 %N %R %U
ISNAD AL-AZZAWI, Shaymaa K.y. , AL-ZEBARI, Aemn Y.s. . "Synthesis a Series of 2-Pyrazolideno-1,3,4-Thiadiazoline Compounds Derived from Thiocarbohydrazide". The Eurasia Proceedings of Science Technology Engineering and Mathematics 7 / (Kasım 2019): 141-146 .
AMA AL-AZZAWI S , AL-ZEBARI A . Synthesis a Series of 2-Pyrazolideno-1,3,4-Thiadiazoline Compounds Derived from Thiocarbohydrazide. EPSTEM. 2019; 7: 141-146.
Vancouver AL-AZZAWI S , AL-ZEBARI A . Synthesis a Series of 2-Pyrazolideno-1,3,4-Thiadiazoline Compounds Derived from Thiocarbohydrazide. The Eurasia Proceedings of Science Technology Engineering and Mathematics. 2019; 7: 146-141.