Reductive Carbonylation of Nitrobenzene to N,N-Diethyl-N'-phenylurea

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Title:Reductive Carbonylation of Nitrobenzene to N,N-Diethyl-N'-phenylurea
Creators:
Macho, Vendelín
Králik, Milan
Ligač, Gabriel
Bojsová, Eva
Vojček, Loránt
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 61, 3, pp. 381-388
Uncontrolled Keywords:Reductive carbonylation, Ammonium metavanadate as promotor, <i>N,N</i>-Diethyl-<i>N'</i>-phenylurea, synthesis, Sulfur compounds as carbonylation catalyst

Abstract

Reductive carbonylation of nitrobenzene with carbon monoxide and diethylamine at 363-443 K and initial CO pressures 6-17 MPa in the presence of a catalyst consisting of sulfur or a sulfur compound and a vanadium(V) compound in a basic medium yields <i>N,N</i>-diethyl-<i>N'</i>-phenylurea as the main product. Formation of the side products (aniline, <i>N</i>,<i>N'</i>-diphenylurea, and <i>N</i>-phenylformamide) is affected significantly by water admixtures. The efficiency of sulfur components increases in the order: S : CS<sub>2</sub> : H<sub>2</sub>S : COS = 1 : 1.2 : 5.7 : 8. The presence of the vanadium(V) compound, although not prerequisite, has promoting effect. The selectivity and reaction rate of the carbonylation increases with increasing CO pressure. Water affects negatively above all the selectivity of the reaction (at 0.24 wt.% water in diethylamine, maximum selectivity exceeds 80%, at 1.6 wt.% water it is only ca 60%). The effect of reaction conditions and the course of side reactions is discussed. <p>

Title:Reductive Carbonylation of Nitrobenzene to N,N-Diethyl-N'-phenylurea
Creators:
Macho, Vendelín
Králik, Milan
Ligač, Gabriel
Bojsová, Eva
Vojček, Loránt
Uncontrolled Keywords:Reductive carbonylation, Ammonium metavanadate as promotor, <i>N,N</i>-Diethyl-<i>N'</i>-phenylurea, synthesis, Sulfur compounds as carbonylation catalyst
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:61
Number:3
Page Range:pp. 381-388
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19960381UNSPECIFIED
ID Code:940
Item Type:Article
Deposited On:06 Feb 2009 17:05
Last Modified:06 Feb 2009 16:05

Citation

Macho, Vendelín; Králik, Milan; Ligač, Gabriel; Bojsová, Eva; Vojček, Loránt (1996) Reductive Carbonylation of Nitrobenzene to N,N-Diethyl-N'-phenylurea. Collection of Czechoslovak Chemical Communications, 61 (3). pp. 381-388. ISSN 0010-0765

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