Nucleophilic Substitution in a Series of 4-Nitronicotinic Acid 1-Oxide Derivatives

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Title:Nucleophilic Substitution in a Series of 4-Nitronicotinic Acid 1-Oxide Derivatives
Creators:
Pohl, Radek
Prutianov, Viktor
Smrčková-Voltrová, Svatava
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 60, 7, pp. 1170-1177

Abstract

<p>Nucleophilic substitution of the nitro group in 4-nitro-3-pyridinecarboxanilide 1-oxide (<i>IIa</i>) afforded 4-hydroxy- (<i>IIb</i>), 4-chloro- (<i>IIc</i>), 4-methoxy- (<i>IId</i>), 4-ethoxy- (<i>IIe</i>), and 4-dimethylamino-3-pyridinecarboxanilide (<i>IIf</i>). The <sup>1</sup>H and <sup>13</sup>C NMR chemical shifts of the pyridine moiety were correlated with the Hammett constants of the substituent in position 4, with the exception of compound <i>IIb</i>. The reason of this phenomenon is discussed.

Title:Nucleophilic Substitution in a Series of 4-Nitronicotinic Acid 1-Oxide Derivatives
Creators:
Pohl, Radek
Prutianov, Viktor
Smrčková-Voltrová, Svatava
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:60
Number:7
Page Range:pp. 1170-1177
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19951170UNSPECIFIED
ID Code:813
Item Type:Article
Deposited On:06 Feb 2009 17:04
Last Modified:06 Feb 2009 16:04

Citation

Pohl, Radek; Prutianov, Viktor; Smrčková-Voltrová, Svatava (1995) Nucleophilic Substitution in a Series of 4-Nitronicotinic Acid 1-Oxide Derivatives. Collection of Czechoslovak Chemical Communications, 60 (7). pp. 1170-1177. ISSN 0010-0765

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