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7026

-OXOANILIDE AS BUILDING BLOCKS IN HETEROCYCLIC SYNTHESIS: A NEW SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED PYRIDINES, PYRANS AND PYRIMIDINES

Article

Last updated: 03 Jan 2025

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Chemistry

Abstract

β-Oxoanilide 1 reacted with acetyl isothiocyanate and ethoxycarbonyl isothiocyanate to givepyridine derivatives 6a,b and pyrimidinethiol 8 respectively. While with arylidine malononitrile gave the pyran derivative 12. Similarly, treatment of 1 with arylidine cyanoacetamide or arylidine cyanothioacetamide afforded the pyridine derivatives 13a,b, 14a,b respectively. Condensation of 1 with aromatic aldehyde obtained the cyclohexenones 19a-c. The reaction of 1 with a mixture of aromatic aldehyde and urea or thiourea gave the pyrimidine derivatives 23a,b. Treatment of compound 1 with arylidine acetophenone yield the cyclohexene derivatives 26a,b. Reaction of 1 with a mixture of ethyl cyanoacetate and sulfur yield the thiophene derivative 27. Which was reacted with formamide, potassium thiocyanate and hydrazine to afford the thienopyrimidines 28, 29 and the hydrazide derivative 30. respectively.

DOI

10.21608/absb.2011.7026

Keywords

OXOANILIDE, HETEROCYCLIC SYNTHESIS

Authors

First Name

ABDEL HALEEM

Last Name

HUSSEIN

MiddleName

M.

Affiliation

Department of Chemistry, Faculty of Science, Al-Azhar University, Assiut 71524, Egypt

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Orcid

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First Name

AHMED

Last Name

KHAMES

MiddleName

A.

Affiliation

Department of Chemistry, Faculty of Science, Al-Azhar University, Assiut 71524, Egypt

Email

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City

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Orcid

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First Name

ABU-BAKR

Last Name

EL-ADASY

MiddleName

A.

Affiliation

Department of Chemistry, Faculty of Science, Al-Azhar University, Assiut 71524, Egypt

Email

-

City

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Orcid

-

First Name

S.

Last Name

EL-TAWEEL

MiddleName

A.

Affiliation

Department of Chemistry, Faculty of Science, Al-Azhar University, Assiut 71524, Egypt

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City

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Orcid

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Volume

22

Article Issue

Issue 2-A

Related Issue

1329

Issue Date

2011-12-01

Receive Date

2011-08-05

Publish Date

2011-12-01

Page Start

181

Page End

192

Print ISSN

1110-2535

Online ISSN

2636-3305

Link

https://absb.journals.ekb.eg/article_7026.html

Detail API

https://absb.journals.ekb.eg/service?article_code=7026

Order

15

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Original Article

Type Code

520

Publication Type

Journal

Publication Title

Al-Azhar Bulletin of Science

Publication Link

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

MainTitle

-OXOANILIDE AS BUILDING BLOCKS IN HETEROCYCLIC SYNTHESIS: A NEW SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED PYRIDINES, PYRANS AND PYRIMIDINES

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Article

Created At

22 Jan 2023