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181586

SYNTHESIS OF 4-SUBSTITUTED PYRIMIDO5,4-CCINNOLINE DERIVATIVES

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Last updated: 22 Jan 2023

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Abstract

Reaction of 4-aminocinnoline-3-carboxamide or its 8-methyl derivative la,b with triethyl orthoformate and acetic anhydride gave rise to the corresponding pyrimido[5,4-c]cinnolin-3H-4-ones 2a-d. 2-Methylpyrimido derivatives 2c,d could also be obtained via ammonolysis of 2-methyl-1,3-oxazino5,4-ccinnolin-4-ones 4a,b. On the other hand, reaction of 1a,b with araldehydes afforded 2-arylpyrimidocinnolines 5a-e. Reacting compounds 2a-d with hydrazine and different amines produced the corresponding 4-substituted amino or hydrazino derivatives 7-9. This revealed the reactivity of the 4-position of 2 towards nucleophilic substitution. Attempts to cyclize 7a-d to triazolopyrimidocinnolines are discussed.

DOI

10.21608/zjps.2001.181586

Authors

First Name

Khadiga

Last Name

Ghoneim

MiddleName

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Affiliation

Department of Organic Chemistry, Faculty of Pharmacy, Cairo University, Kasr-El-Ainy 11562, Cairo, Egypt.

Email

khadiga.ghoneim@yahoo.com

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First Name

Mohamed

Last Name

Essawi

MiddleName

-

Affiliation

Department of Organic Chemistry, Faculty of Pharmacy, Cairo University, Kasr-El-Ainy 11562, Cairo, Egypt.

Email

mohamed.essawi@yahoo.com

City

-

Orcid

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First Name

Salwa

Last Name

El-Meligie

MiddleName

-

Affiliation

Department of Organic Chemistry, Faculty of Pharmacy, Cairo University, Kasr-El-Ainy 11562, Cairo, Egypt.

Email

salwa.el-meligie@yahoo.com

City

-

Orcid

-

First Name

Aliaa

Last Name

Kamal

MiddleName

-

Affiliation

Department of Organic Chemistry, Faculty of Pharmacy, Cairo University, Kasr-El-Ainy 11562, Cairo, Egypt.

Email

aliaa.kamal@yahoo.com

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-

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Volume

10

Article Issue

2

Related Issue

24760

Issue Date

2001-12-01

Receive Date

2021-10-03

Publish Date

2001-12-01

Page Start

36

Page End

42

Print ISSN

1110-5089

Online ISSN

2356-9786

Link

https://zjps.journals.ekb.eg/article_181586.html

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https://zjps.journals.ekb.eg/service?article_code=181586

Order

7

Type

Original Article

Type Code

862

Publication Type

Journal

Publication Title

Zagazig Journal of Pharmaceutical Sciences

Publication Link

https://zjps.journals.ekb.eg/

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Article

Created At

22 Jan 2023