Fused quinoline heterocycles VIII. Synthesis of polyfunctionally substituted pyrazolo[4,3-c]quinolin-4(5H)-ones-Reference-Cited by-同舟云学术

Fused quinoline heterocycles VIII. Synthesis of polyfunctionally substituted pyrazolo[4,3-c]quinolin-4(5H)-ones

Published:2008-12 Issue:12 Volume:2008 Page:735-737
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Mekheimer Ramadan Ahmed¹,Refaey Saeed M.¹,Sadek Kamal Usef¹,Hameed Afaf Mohamed Abdel¹,Ibrahim Mohamed Ashry¹,Shah Anamik²

Affiliation:

1. Department of Chemistry, Faculty of Science, El-Minia University, El-Minia 61519, Egypt

2. Department of Chemistry, Saurashtra University, Rajkot-360 005, India

Abstract

Reaction of 2,4-dichloroquinoline-3-carbonitrile (1) with 4-methylpiperidine gave 2-chloro-4-(4-methylpiperidin-1-yl)quinoline-3-carbonitrile (2). Acid hydrolysis of 2 afforded the corresponding 2-quinolinones 3, which were N-alkylated in DMF to form the 1-methyl, -ethyl and -phenacyl quinolinones 6a–c. Fusion of 6a–c with hydrazine hydrate gave the 3-aminopyrazolo[4,3-c]quinolin-4-ones 8a–c. Diazotisation of 8a,b followed by reaction with sodium azide afforded the novel 3-azidopyrazolo[4,3-c]quinolin-4-ones 9a,b.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/030823408X392198

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