Carbonylative Reduction of Nitrophenols to Aminophenols

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Title:Carbonylative Reduction of Nitrophenols to Aminophenols
Creators:
Macho, Vendelín
Kučera, Milan
Králik, Milan
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 60, 3, pp. 514-520

Abstract

<p>Two- or three-component catalysts composed of (i) sulfur or sulfur compound (H<sub>2</sub>S, CS<sub>2</sub>, COS, Na<sub>2</sub>S), (ii) basic additive (triethylamine, CH<sub>3</sub>ONa, Na<sub>2</sub>S), and usually (iii) vanadium(V) compounds (e.g. NH<sub>4</sub>VO<sub>3</sub>) were found to catalyze efficiently the reaction of CO + H<sub>2</sub>O with isomeric nitrophenols to give the corresponding aminophenols. The reaction proceeds smoothly at 398 and 483 K and initial pressure of 7 MPa, and its rate increases from 2- to 4-nitrophenol. The selectivity to aminophenols exceeding 96 per cent was obtained at the water to nitrophenol molar ratio higher than 5. The solvents such as methanol and dioxane ensured better contact of the reactants, which was necessary for achievement of such a high selectivity. The effectiveness of the sulfur components (based on the S content) is expressed by the following sequence: S : CS<sub>2</sub> : Na<sub>2</sub>S : H<sub>2</sub> S : COS = 1 : 1.2 : 2.5 : 10 : 11. The reaction takes place also under the reduced CO pressure to 0.1 - 0.35 MPa. Formation of side products and mechanism of the reaction are discussed.

Title:Carbonylative Reduction of Nitrophenols to Aminophenols
Creators:
Macho, Vendelín
Kučera, Milan
Králik, Milan
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:3
Page Range:pp. 514-520
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19950514UNSPECIFIED
ID Code:738
Item Type:Article
Deposited On:06 Feb 2009 17:03
Last Modified:06 Feb 2009 16:03

Citation

Macho, Vendelín; Kučera, Milan; Králik, Milan (1995) Carbonylative Reduction of Nitrophenols to Aminophenols. Collection of Czechoslovak Chemical Communications, 60 (3). pp. 514-520. ISSN 0010-0765

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