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THE UTILITY OF BENZOYLCHROMENE AND 2-IMINOCHROMENE-3-CARBOXAMIDE DERIVATIVES FOR THE SYNTHESIS OF PYRANOCHROMENES, CHROMENOPYRANO(PYRIMIDINE)PYRIDINE, CHROMENO(PYRIDINES)QUINOLINE

Article

Last updated: 03 Jan 2025

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Chemistry

Abstract

Some new pyrano[3,4-c]chromene derivatives (4,5,9,13,14), bispyrano[3,4-c]chromene derivative (18) were synthesized via Michael addition of different active methylene compounds to benzoylchromenes 1a,b under different reaction conditions. Chromeno[4',3':4,5]pyrano[2,3-d]pyrimidine and Chromeno[4',3':4,5]pyrano[2,3-b]pyridine (24,28) derivatives were obtained from the condensation of 4 with formic acid and benzylidene malononitrile respectively. Novel chromeno[3,4-c]pyridine derivatives (34,37,40,43) and chromeno[3,4-c]tetrahydroquinolinedione (47) were obtained via treatment of 2-iminochromene-3-(4-ethoxyphenyl)-carboxamide (31) with acetonitrile derivatives and cyclohexanone respectively. The structures of the titled compounds cited in this article were elucidated by spectroscopic data (IR, 1HNMR and mass spectra). The antimicrobial activities of the synthesized compounds were performed and some of them display significant results.

DOI

10.21608/absb.2012.7206

Keywords

Chromenes, Michael reaction, pyrano[3,4-c]chromenes, chromeno[3,4-c]pyridines, chromeno[4',3':4,5]pyrano[2,3-d]pyrimidine, chromeno [4',3':4,5] pyrano[2,3-b]pyridine, antimicrobial activity

Authors

First Name

HAMDY

Last Name

THABET

MiddleName

KH.

Affiliation

Chemistry Department, Faculty of Science, Al-Azhar University, 11284 Nasr City, Cairo, Egypt., Chemistry Department, Faculty of Arts and Science, Northern Border University, Rafha, Saudi Arabia

Email

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City

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Orcid

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First Name

AHMED

Last Name

HALAWA

MiddleName

H.

Affiliation

Chemistry Department, Faculty of Science, Al-Azhar University, 11284 Nasr City, Cairo, Egypt.

Email

-

City

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Orcid

-

First Name

MOHAMED

Last Name

ELNASSAG

MiddleName

A.

Affiliation

Chemistry Department, Faculty of Science, Al-Azhar University, 11284 Nasr City, Cairo, Egypt.

Email

-

City

-

Orcid

-

First Name

AHMED

Last Name

HASSAN

MiddleName

A.

Affiliation

Chemistry Department, Faculty of Science, Al-Azhar University, 11284 Nasr City, Cairo, Egypt., Chemistry Department, Faculty of Medicine, Jazan University, 82621, Jazan, Saudi Arabia.

Email

-

City

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Orcid

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Volume

23

Article Issue

Issue 2-A

Related Issue

1369

Issue Date

2012-12-01

Receive Date

2012-02-14

Publish Date

2012-12-01

Page Start

113

Page End

131

Print ISSN

1110-2535

Online ISSN

2636-3305

Link

https://absb.journals.ekb.eg/article_7206.html

Detail API

https://absb.journals.ekb.eg/service?article_code=7206

Order

6

Type

Original Article

Type Code

520

Publication Type

Journal

Publication Title

Al-Azhar Bulletin of Science

Publication Link

https://absb.journals.ekb.eg/

MainTitle

THE UTILITY OF BENZOYLCHROMENE AND 2-IMINOCHROMENE-3-CARBOXAMIDE DERIVATIVES FOR THE SYNTHESIS OF PYRANOCHROMENES, CHROMENOPYRANO(PYRIMIDINE)PYRIDINE, CHROMENO(PYRIDINES)QUINOLINE AND THEIR ANTIMICROBIAL EVALUATION

Details

Type

Article

Created At

22 Jan 2023