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Synthesis of New Symmetrical N, N'-Diacylhydrazines and 2-(1,2,3- Triazol-4-yl)-1,3,4-oxadiazoles

[ Vol. 14 , Issue. 8 ]

Author(s):

Bakr F. Abdel-Wahab*, Mohammad Hayal Alotaibi and Gamal A. El-Hiti*   Pages 591 - 596 ( 6 )

Abstract:


Background: The aim of the current research was to synthesize novel symmetrical N,N'- diacylhydrazines through oxidation of acid carbohydrazide using ethyl 2-cyano-3-methoxyacrylate or 2-(methoxymethylene)malononitrile as organo-catalyst. Also, novel 2-(1,2,3-triazol-4-yl)-1,3,4- oxadiazoles from the reaction of acid carbohydrazides with various carboxylic acids in boiling phosphoryl chloride were synthesized.

Methods: Facile synthetic methods were used for the synthesis of target compounds using commercially available chemicals. Also, the structures of the products obtained were elucidated with the use of analytical and spectroscopic data along with the single x-ray crystal structures.

Results: A series of novel symmetrical N,N'-diacylhydrazines, 2-(1,2,3-triazol-4-yl)-1,3,4-oxadiazoles and aldehyde N-acylhydrazones, were synthesized in good yields using convenient and simple procedures.

Conclusion: New one-step synthetic procedures were introduced for the production of several symmetrical N,N'-diacylhydrazines and 2-(1,2,3-triazol-4-yl)-1,3,4-oxadiazoles in good yields from the corresponding acid hydrazides.

Keywords:

Symmetrical N, N'-diacylhydrazines, N-acylhydrazones, carbohydraides, 1, 3, 4-oxadiazoles, benzyldiene.

Affiliation:

Applied Organic Chemistry Department, National Research Centre, Dokki, Giza, National Center for Petrochemicals Technology, King Abdulaziz City for Science and Technology, PO Box 6086, Riyadh 11442, Cornea Research Chair, Department of Optometry, College of Applied Medical Sciences, King Saud University, P.O. Box 10219, Riyadh 11433

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