Phosgene-free carbamoylation of aniline via dimethyl carbonate
The synthesis of -phenylcarbamate from aniline and dimethyl carbonate (DMC) in the presence of homogeneous, supported heterogeneous, and heterogeneous catalysts was investigated in batch conditions. First, a selection of homogeneous catalysts was studied and their reactivity in the same reaction con...
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| Veröffentlicht in: | Pure and applied chemistry 2011-11, Vol.84 (3), p.695-705 |
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| container_title | Pure and applied chemistry |
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| creator | Grego, Sandra Aricò, Fabio Tundo, Pietro |
| description | The synthesis of
-phenylcarbamate from aniline and dimethyl carbonate (DMC) in the presence of homogeneous, supported heterogeneous, and heterogeneous catalysts was investigated in batch conditions. First, a selection of homogeneous catalysts was studied and their reactivity in the same reaction conditions was compared to zinc acetate, a catalyst extensively used for this reaction. Then the best homogeneous catalysts were supported on silica or alumina, and the resulting heterogeneous supported catalysts were tested for the carbamoylation of aniline. Finally, several heterogeneous catalysts were investigated. Zinc carbonate basic was shown to be the best catalyst, giving quantitative conversion and selectivity for the
-phenylcarbamate. Its catalytic activity was fully investigated taking into account substrate concentration, amount of catalysts, and temperature influence. Zinc carbonate was also shown to be recyclable, once it was recovered from the reaction mixture and calcinated. |
| doi_str_mv | 10.1351/PAC-CON-11-07-17 |
| format | Article |
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-phenylcarbamate from aniline and dimethyl carbonate (DMC) in the presence of homogeneous, supported heterogeneous, and heterogeneous catalysts was investigated in batch conditions. First, a selection of homogeneous catalysts was studied and their reactivity in the same reaction conditions was compared to zinc acetate, a catalyst extensively used for this reaction. Then the best homogeneous catalysts were supported on silica or alumina, and the resulting heterogeneous supported catalysts were tested for the carbamoylation of aniline. Finally, several heterogeneous catalysts were investigated. Zinc carbonate basic was shown to be the best catalyst, giving quantitative conversion and selectivity for the
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-phenylcarbamate from aniline and dimethyl carbonate (DMC) in the presence of homogeneous, supported heterogeneous, and heterogeneous catalysts was investigated in batch conditions. First, a selection of homogeneous catalysts was studied and their reactivity in the same reaction conditions was compared to zinc acetate, a catalyst extensively used for this reaction. Then the best homogeneous catalysts were supported on silica or alumina, and the resulting heterogeneous supported catalysts were tested for the carbamoylation of aniline. Finally, several heterogeneous catalysts were investigated. Zinc carbonate basic was shown to be the best catalyst, giving quantitative conversion and selectivity for the
-phenylcarbamate. Its catalytic activity was fully investigated taking into account substrate concentration, amount of catalysts, and temperature influence. Zinc carbonate was also shown to be recyclable, once it was recovered from the reaction mixture and calcinated.</description><subject>Aluminum oxide</subject><subject>amines</subject><subject>Aniline</subject><subject>Basic converters</subject><subject>catalysis</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Catalytic converters</subject><subject>cyclic carbamates</subject><subject>dimethyl carbonate</subject><subject>green chemistry</subject><subject>Phosgene</subject><subject>Selectivity</subject><subject>Silicon dioxide</subject><subject>Substrates</subject><subject>Zinc acetate</subject><issn>0033-4545</issn><issn>1365-3075</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNp1kL9PwzAQhS0EEqWwM0ZiNpx9dtwulaqIX1JFO8BsXRynTZXGxUlB-e8JFImJ6d7wfe-kx9i1gFuBWtyt5hnPli9cCA6GC3PCRgJTzRGMPmUjAESutNLn7KJttwCgpkqO2Gy1Ce3aN56X0fvEUcxpF_qauio0SSgTaqq6anzyUVFSVDvfbfr6BwsNdf6SnZVUt_7q947Z28P9a_bEF8vH52y-4E6h6rggyKcFUQG5kdM8T1NCjUa6SaocgUFjvFZFLh0RqNJ5BCWdSXME74oCccxujr37GN4Pvu3sNhxiM7y0UiKgkALSgYIj5WJo2-hLu4_VjmJvBdjvleywkh1WskJYMFaYQZkdlU-qOx8Lv46Hfgh__f-pE4XpVOMXUXlvIQ</recordid><startdate>20111119</startdate><enddate>20111119</enddate><creator>Grego, Sandra</creator><creator>Aricò, Fabio</creator><creator>Tundo, Pietro</creator><general>De Gruyter</general><general>Walter de Gruyter GmbH</general><scope>AAYXX</scope><scope>CITATION</scope><scope>K9.</scope></search><sort><creationdate>20111119</creationdate><title>Phosgene-free carbamoylation of aniline via dimethyl carbonate</title><author>Grego, Sandra ; Aricò, Fabio ; Tundo, Pietro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c434t-1a0b9daad0b729bb66a35372c864ca07377e54db2caa04fce3042c76b30ecdd33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Aluminum oxide</topic><topic>amines</topic><topic>Aniline</topic><topic>Basic converters</topic><topic>catalysis</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Catalytic converters</topic><topic>cyclic carbamates</topic><topic>dimethyl carbonate</topic><topic>green chemistry</topic><topic>Phosgene</topic><topic>Selectivity</topic><topic>Silicon dioxide</topic><topic>Substrates</topic><topic>Zinc acetate</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Grego, Sandra</creatorcontrib><creatorcontrib>Aricò, Fabio</creatorcontrib><creatorcontrib>Tundo, Pietro</creatorcontrib><collection>CrossRef</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><jtitle>Pure and applied chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Grego, Sandra</au><au>Aricò, Fabio</au><au>Tundo, Pietro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Phosgene-free carbamoylation of aniline via dimethyl carbonate</atitle><jtitle>Pure and applied chemistry</jtitle><date>2011-11-19</date><risdate>2011</risdate><volume>84</volume><issue>3</issue><spage>695</spage><epage>705</epage><pages>695-705</pages><issn>0033-4545</issn><eissn>1365-3075</eissn><abstract>The synthesis of
-phenylcarbamate from aniline and dimethyl carbonate (DMC) in the presence of homogeneous, supported heterogeneous, and heterogeneous catalysts was investigated in batch conditions. First, a selection of homogeneous catalysts was studied and their reactivity in the same reaction conditions was compared to zinc acetate, a catalyst extensively used for this reaction. Then the best homogeneous catalysts were supported on silica or alumina, and the resulting heterogeneous supported catalysts were tested for the carbamoylation of aniline. Finally, several heterogeneous catalysts were investigated. Zinc carbonate basic was shown to be the best catalyst, giving quantitative conversion and selectivity for the
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| subjects | Aluminum oxide amines Aniline Basic converters catalysis Catalysts Catalytic activity Catalytic converters cyclic carbamates dimethyl carbonate green chemistry Phosgene Selectivity Silicon dioxide Substrates Zinc acetate |
| title | Phosgene-free carbamoylation of aniline via dimethyl carbonate |
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