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Synthesis of Novel Derivatives Bearing Heterocycles-Tetrahydronaphthalene Conjugates for Antimicrobial and Antiviral Evaluation

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Last updated: 22 Jan 2023

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Abstract

THE KEY compound 2-cyano-N'-(2,3-dihydronaphthalen-4(1H)- …..ylidene) acetohydrazide (1) was allowed to react with different aryl diazonium salts and different aldehydes to give the corresponding hydrazone (2a-d) and arylidene derivatives (3a-d). The arylidene derivatives (3a-d) were cyclized with malononitrile, ethylcyanoacetate and/or hydrazine hydrate to give the corresponding derivatives (4, 5 and 6). Moreover, compound 1 was condensed with different substituted isothiocyanates in the presence of chloroacetone, phenacyl bromide and/or ethylbromoacetate to give the thiazole derivatives (8-10). Compound 10 was coupled with various aryl diazonium salts to get the corresponding 4-oxothiazolidine compounds (11a,b). Furthermore, compound 1 was treated with carbon disulfide in the presence of hydrochloric acid, ethylbromoacetate and dimethyl sulfate to give the mercapto derivatives (12-14). Amino thiazole derivatives (16 and 17) were obtained by cyclization of compound 1 with phenyl isothiocyanate or cyclohexanone in presence of sulfur. These newly synthesized compounds were evaluated as antimicrobial and antiviral activity.

DOI

10.21608/ejchem.2014.1046

Keywords

Tetrahydronaphthalene, Cyanoacetohydrazide, Oxopyridine, pyrazole, thiazole, thiazolidinone, Antimicrobial and Antiviral activity

Volume

57

Article Issue

4

Related Issue

250

Issue Date

2014-08-01

Receive Date

2014-09-17

Publish Date

2014-08-31

Page Start

281

Page End

313

Print ISSN

0449-2285

Online ISSN

2357-0245

Link

https://ejchem.journals.ekb.eg/article_1046.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=1046

Order

3

Type Code

292

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

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

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Article

Created At

22 Jan 2023