Synthesis and antibacterial activity of some 1-(2-propynyl) and 1-propadienyl derivatives of 1,4-dihydro-4-oxoquinoline-3-carboxylic acids and similar heterocycles

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Title:Synthesis and antibacterial activity of some 1-(2-propynyl) and 1-propadienyl derivatives of 1,4-dihydro-4-oxoquinoline-3-carboxylic acids and similar heterocycles
Creators:
Rádl, Stanislav
Kovářová, Lenka
Holoubek, Jiří
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 56, 2, pp. 439-448

Abstract

N-Alkylation of <i>IIIa, IIIb, IIId - IIIf</i> and 9-acridanone with 3-bromopropyne in dimethyl sulfoxide in the presence of potassium carbonate yielded N-(2-propynyl) derivatives <i>IVa - IVe</i> and <i>VIa</i>, respectively. Ethyl esters <i>IVa, IVb</i>, and <i>IVe</i> were hydrolyzed to <i>IVf - IVh</i>, respectively. Compounds <i>IVf, IVg, IVc</i>treated with bases yielded N-propadienyl derivatives <i>Va - Vc</i>. On the other hand 2-substituted compounds <i>IVd</i> and <i>IVh</i> did not change under the same conditions. Compound <i>VIa</i> treated with powdered potassium hydroxide in dimethyl sulfoxide at room temperature yielded N-(1-propynyl) derivative <i>VII</i>.

Title:Synthesis and antibacterial activity of some 1-(2-propynyl) and 1-propadienyl derivatives of 1,4-dihydro-4-oxoquinoline-3-carboxylic acids and similar heterocycles
Creators:
Rádl, Stanislav
Kovářová, Lenka
Holoubek, Jiří
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:56
Number:2
Page Range:pp. 439-448
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19910439UNSPECIFIED
ID Code:4964
Item Type:Article
Deposited On:22 Feb 2010 11:27
Last Modified:22 Feb 2010 10:27

Citation

Rádl, Stanislav; Kovářová, Lenka; Holoubek, Jiří (1991) Synthesis and antibacterial activity of some 1-(2-propynyl) and 1-propadienyl derivatives of 1,4-dihydro-4-oxoquinoline-3-carboxylic acids and similar heterocycles. Collection of Czechoslovak Chemical Communications, 56 (2). pp. 439-448. ISSN 0010-0765

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