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169703

SYNTHESIS OF IMIDAZO[4,5-C] AND TRIAZEPINO|6,5-C]CINNOLINES

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Last updated: 04 Jan 2025

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Abstract

Hofmann degradation of 4-amino-8-methylcinnoline-3-carboxamide (1) gave 3,4-diaminocinnoline 2 which was employed to prepare imidazo and 2-substitutedimidazo[4,5-c]cinnolines 3. On the other hand, reaction of 4-aminocinnoline-3-carboxylic acid hydrazides 4 with ethyl chloroformate or potassium O-ethyl dithiocarbonate afforded 2,3,4,5-tetrahydro-1H-1,2,4- triazepino[6,5-c]cinnoline-2,5-diones 6 and the corresponding 2-thiones 7, respectively. Furthermore, reacting 4 with excess orthoesters gave mixtures of 4,5-dihydro-1H-1,2,4-triazepino[6,5-c]cinnolin-5-ones 9 and 3-(ethoxyalkylidenamino) pyrimi-do[5,4-c] cinnoline-4-ones 10 which were separated and characterized.

DOI

10.21608/zjps.2000.169703

Authors

First Name

Khadiga

Last Name

Ghoneim

MiddleName

-

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

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Affiliation

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

Email

mohamed.essawi@yahoo.com

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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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-

Orcid

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Volume

9

Article Issue

2

Related Issue

24762

Issue Date

2000-12-01

Receive Date

2000-08-04

Publish Date

2000-12-01

Page Start

1

Page End

6

Print ISSN

1110-5089

Online ISSN

2356-9786

Link

https://zjps.journals.ekb.eg/article_169703.html

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https://zjps.journals.ekb.eg/service?article_code=169703

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Original Article

Type Code

862

Publication Type

Journal

Publication Title

Zagazig Journal of Pharmaceutical Sciences

Publication Link

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

MainTitle

SYNTHESIS OF IMIDAZO[4,5-C] AND TRIAZEPINO|6,5-C]CINNOLINES

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Article

Created At

22 Jan 2023