Functionally Substituted 1,2,4-Triazoloquinoline, Tetrahydro-quinolinone and Benzotriazolotriazine Derivatives from 5,5-Dimethylcyclohexan-1,3-Dione and Arylmethylenemalonic Acid - Egyptian Knowledge Bank

1434

Functionally Substituted 1,2,4-Triazoloquinoline, Tetrahydro-quinolinone and Benzotriazolotriazine Derivatives from 5,5-Dimethylcyclohexan-1,3-Dione and Arylmethylenemalonic Acid

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Last updated: 01 Jan 2025

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Abstract

SEVERAL new functionally [1,2,4]triazolo[1,5-a]quinoline-4- …… carbonitriles (8a-c) and [1,2,4] triazolo[1,5-a]quinoline-4-carbox-amides 12a,b were prepared from Nʹ-(5,5-dimethyl-3-oxocyclohexen-1-yl)benzohydrazide (5) and arylmethylene nitriles 2a-c and 2d,e, respactively.Reacting 2-oxo-3H-indol-3-ylidene malonic acid derivatives 3a,b with 5 afforded dioxospiro [3H-indole-3,4ʹ-quinoline]-3ʹ-carbonitrile (15) and 2- oxo-[1H] indol-3-ylcyanoacetate (17), respactively.Treating 5 with the enaminoester 18 gave hexahydro-7,7-dimethyl-2,5-dioxoquinolin-3-yl]benzamide (20). Coupling of 5 with the aryl diazonium salts and heteroaryl diazonium salts gave the hydrazones (21) and tetrahydro-[1,2,4]triazolo[5,1-c] [1,2,4] benzotriazine-6-ylidene)benzohydrazide (26).

DOI

10.21608/ejchem.2011.1434

Volume

Article Issue

Related Issue

307

Issue Date

2012-10-01

Receive Date

2011-09-05

Publish Date

2011-12-31

Page Start

679

Page End

690

Print ISSN

0449-2285

Online ISSN

2357-0245

Article File

EJCHEM_Volume 54_Issue 5_Pages 679-690.pdf

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https://ejchem.journals.ekb.eg/article_1434.html

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https://ejchem.journals.ekb.eg/service?article_code=1434

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292

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Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

Functionally Substituted 1,2,4-Triazoloquinoline, Tetrahydro-quinolinone and Benzotriazolotriazine Derivatives from 5,5-Dimethylcyclohexan-1,3-Dione and Arylmethylenemalonic Acid Derived Michael Acceptors

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