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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Research Article

A New Strategy for Synthesis of Novel 1, 4-Phenylene Bridged Bis-Hetero - Cyclic Compounds

Author(s): Hamdi M. Hassaneen, Ahmad S. Shawali and Lamiaa M. El Agaty

Volume 13, Issue 7, 2016

Page: [504 - 513] Pages: 10

DOI: 10.2174/1570178613666160824104435

Price: $65


Reactions of bis-hydrazonoyl chloride 1 with each of KSCN and KSeCN yielded the corresponding bis-thiadiazoline 2A and bis-selenadiazoline 2B. Bispyrazole derivatives 7a-e and 8a-b were also obtained by reactions of 1 with the appropriate active methylene compounds. Reactions of 1 with each of 1, 2- dicyanoethylene, acenaphthylene and phenyl-5-arylidene-2-thioxo-thiazol-4-one as dipolarophiles led to the formation of the corresponding cycloadducts 9, 12 and 14, respectively. Also, reaction of bis-hydrazonoyl chloride 1 with triazinethione 16a-e afforded 1,4-Bis-(1,2,4-triazolotriazin)benzene 17a-e. The structures of the compounds prepared were established on the basis of elemental and spectral analyses as well as their chemical reactions.

Keywords: Acenaphthalene, acetylacetone, bis-nitrilimine, bis-triazolotriazine, bis-pyrazole, ethyl benzoylacetate, malononitrile, triazinethione.

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