Process for preparing N-methylaniline from nitrobenzene and methanol

Zpusob výroby N-methylanilinu z nitrobenzenu a methanolu v plynné fázi na katalyzátorech na bázi medi ve dvou reakcních zónách za sebou, vyznacený tím, ze v první reakcní zóne za prítomnosti katalyzátoru med na nosici slozeném z SiO.sub.2.n., MgO, CaO a Fe.sub.2.n.O.sub.3.n. za intezivního odvodu te...

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Hauptverfasser: DVORAK BOHUMIR, TREJBAL JIRI, PASEK JOSEF, KALINA PETR
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TREJBAL JIRI
PASEK JOSEF
KALINA PETR
description Zpusob výroby N-methylanilinu z nitrobenzenu a methanolu v plynné fázi na katalyzátorech na bázi medi ve dvou reakcních zónách za sebou, vyznacený tím, ze v první reakcní zóne za prítomnosti katalyzátoru med na nosici slozeném z SiO.sub.2.n., MgO, CaO a Fe.sub.2.n.O.sub.3.n. za intezivního odvodu tepla z první reakcní zóny pri reakcní teplote 180 az 320 .degree.C, probíhá redukce nitrobenzenu na anilin vodíkem vytvoreným nejméne z jedné poloviny z methanolu a vody ve druhé reakcní zóne, plynná reakcní smes z první reakcní zóny se smísí s methanolem a vede se do druhé reakcní zóny, kde za adiabatických podmínek pri teplote 180 az 280 .degree.C probíhá jednak methylace anilinu methanolem, jednak reakce methanolu s vodou na vodík a oxid uhlicitý na katalyzátoru s vysokou selektivitou na N-methylanilin plynná reakcní smes vystupující ze druhé reakcní zóny se ochladí na 20 az 40 .degree.C, oddelí se kapalná smes obsahující N-methylanilin, nezreagovaný anilin, N,N-dimethylanilin, vodu, methanol a malé mnozství vedlejsích produktu a z plynné smesi obsahující vodík a oxid uhlicitý se oddelí oxid uhlicitý absorpcí do bazického roztoku a vodík se vrací do první reakcní zóny a z kapalné smesi se rektifikací izoluje N-monomethylanilin a odseparovaný nezreagovaný anilin a methanol se vrací do druhé reakcní zóny. In the present invention, there is disclosed a process for preparing N-methylaniline from nitrobenzene and methanol in a gaseous phase and on copper-based catalysts in two reaction zones following each another wherein the preparation process is characterized in that in the first reaction zone a reduction of nitrobenzene by hydrogen takes place in the presence of a copper-based support catalyst under intense removal of heat from said first reaction zone at a reaction temperature ranging from 180 to 320 degC wherein the catalyst support consists of SiOi2, MgO, CaO and Fei2Oi3 and hydrogen is generated by at least one half from methanol and water in the second reaction zone. The gaseous reaction mixture of the first reaction zone is then mixed with methanol and supplied to the second reaction zone. Here, methylation of aniline by methanol takes place at a temperature ranging from 180 to 280 degC on the one side and on the other side methanol reacts with water to generate hydrogen and carbon dioxide on a catalyst with a high selectivity to N-methylaniline. The gaseous reaction mixture leaving the second reaction zone is then cooled down to 20 to 40 degC, a liquid m
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In the present invention, there is disclosed a process for preparing N-methylaniline from nitrobenzene and methanol in a gaseous phase and on copper-based catalysts in two reaction zones following each another wherein the preparation process is characterized in that in the first reaction zone a reduction of nitrobenzene by hydrogen takes place in the presence of a copper-based support catalyst under intense removal of heat from said first reaction zone at a reaction temperature ranging from 180 to 320 degC wherein the catalyst support consists of SiOi2, MgO, CaO and Fei2Oi3 and hydrogen is generated by at least one half from methanol and water in the second reaction zone. The gaseous reaction mixture of the first reaction zone is then mixed with methanol and supplied to the second reaction zone. Here, methylation of aniline by methanol takes place at a temperature ranging from 180 to 280 degC on the one side and on the other side methanol reacts with water to generate hydrogen and carbon dioxide on a catalyst with a high selectivity to N-methylaniline. The gaseous reaction mixture leaving the second reaction zone is then cooled down to 20 to 40 degC, a liquid mixture containing N-methylaniline, unreacted aniline, N,N-dimethylaniline, water, methanol and a small amount of by side products is separated. Subsequently carbon dioxide is separated by absorption into a basic solution from the gaseous mixture containing hydrogen and carbon dioxide and hydrogen is returned back into the first reaction zone. N-monomethylaniline is then isolated by rectification from the liquid mixture and the separated aniline and methanol are returned back into the second reaction zone.</description><language>cze ; eng</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; CHEMISTRY ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>2013</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=20131016&amp;DB=EPODOC&amp;CC=CZ&amp;NR=304096B6$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76290</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=20131016&amp;DB=EPODOC&amp;CC=CZ&amp;NR=304096B6$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>DVORAK BOHUMIR</creatorcontrib><creatorcontrib>TREJBAL JIRI</creatorcontrib><creatorcontrib>PASEK JOSEF</creatorcontrib><creatorcontrib>KALINA PETR</creatorcontrib><title>Process for preparing N-methylaniline from nitrobenzene and methanol</title><description>Zpusob výroby N-methylanilinu z nitrobenzenu a methanolu v plynné fázi na katalyzátorech na bázi medi ve dvou reakcních zónách za sebou, vyznacený tím, ze v první reakcní zóne za prítomnosti katalyzátoru med na nosici slozeném z SiO.sub.2.n., MgO, CaO a Fe.sub.2.n.O.sub.3.n. za intezivního odvodu tepla z první reakcní zóny pri reakcní teplote 180 az 320 .degree.C, probíhá redukce nitrobenzenu na anilin vodíkem vytvoreným nejméne z jedné poloviny z methanolu a vody ve druhé reakcní zóne, plynná reakcní smes z první reakcní zóny se smísí s methanolem a vede se do druhé reakcní zóny, kde za adiabatických podmínek pri teplote 180 az 280 .degree.C probíhá jednak methylace anilinu methanolem, jednak reakce methanolu s vodou na vodík a oxid uhlicitý na katalyzátoru s vysokou selektivitou na N-methylanilin plynná reakcní smes vystupující ze druhé reakcní zóny se ochladí na 20 az 40 .degree.C, oddelí se kapalná smes obsahující N-methylanilin, nezreagovaný anilin, N,N-dimethylanilin, vodu, methanol a malé mnozství vedlejsích produktu a z plynné smesi obsahující vodík a oxid uhlicitý se oddelí oxid uhlicitý absorpcí do bazického roztoku a vodík se vrací do první reakcní zóny a z kapalné smesi se rektifikací izoluje N-monomethylanilin a odseparovaný nezreagovaný anilin a methanol se vrací do druhé reakcní zóny. In the present invention, there is disclosed a process for preparing N-methylaniline from nitrobenzene and methanol in a gaseous phase and on copper-based catalysts in two reaction zones following each another wherein the preparation process is characterized in that in the first reaction zone a reduction of nitrobenzene by hydrogen takes place in the presence of a copper-based support catalyst under intense removal of heat from said first reaction zone at a reaction temperature ranging from 180 to 320 degC wherein the catalyst support consists of SiOi2, MgO, CaO and Fei2Oi3 and hydrogen is generated by at least one half from methanol and water in the second reaction zone. The gaseous reaction mixture of the first reaction zone is then mixed with methanol and supplied to the second reaction zone. Here, methylation of aniline by methanol takes place at a temperature ranging from 180 to 280 degC on the one side and on the other side methanol reacts with water to generate hydrogen and carbon dioxide on a catalyst with a high selectivity to N-methylaniline. The gaseous reaction mixture leaving the second reaction zone is then cooled down to 20 to 40 degC, a liquid mixture containing N-methylaniline, unreacted aniline, N,N-dimethylaniline, water, methanol and a small amount of by side products is separated. Subsequently carbon dioxide is separated by absorption into a basic solution from the gaseous mixture containing hydrogen and carbon dioxide and hydrogen is returned back into the first reaction zone. N-monomethylaniline is then isolated by rectification from the liquid mixture and the separated aniline and methanol are returned back into the second reaction zone.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>CHEMISTRY</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2013</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZHAJKMpPTi0uVkjLL1IoKEotSCzKzEtX8NPNTS3JqMxJzMvMycxLVUgrys9VyMssKcpPSs2rSgWKJOalKIDUJObl5_AwsKYl5hSn8kJpbgZ5N9cQZw_d1IL8-NTigsRkoI6SeOcoYwMTA0szJzNjwioAI5syhw</recordid><startdate>20131016</startdate><enddate>20131016</enddate><creator>DVORAK BOHUMIR</creator><creator>TREJBAL JIRI</creator><creator>PASEK JOSEF</creator><creator>KALINA PETR</creator><scope>EVB</scope></search><sort><creationdate>20131016</creationdate><title>Process for preparing N-methylaniline from nitrobenzene and methanol</title><author>DVORAK BOHUMIR ; TREJBAL JIRI ; PASEK JOSEF ; KALINA PETR</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_CZ304096B63</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>cze ; eng</language><creationdate>2013</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>CHEMISTRY</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>DVORAK BOHUMIR</creatorcontrib><creatorcontrib>TREJBAL JIRI</creatorcontrib><creatorcontrib>PASEK JOSEF</creatorcontrib><creatorcontrib>KALINA PETR</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>DVORAK BOHUMIR</au><au>TREJBAL JIRI</au><au>PASEK JOSEF</au><au>KALINA PETR</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Process for preparing N-methylaniline from nitrobenzene and methanol</title><date>2013-10-16</date><risdate>2013</risdate><abstract>Zpusob výroby N-methylanilinu z nitrobenzenu a methanolu v plynné fázi na katalyzátorech na bázi medi ve dvou reakcních zónách za sebou, vyznacený tím, ze v první reakcní zóne za prítomnosti katalyzátoru med na nosici slozeném z SiO.sub.2.n., MgO, CaO a Fe.sub.2.n.O.sub.3.n. za intezivního odvodu tepla z první reakcní zóny pri reakcní teplote 180 az 320 .degree.C, probíhá redukce nitrobenzenu na anilin vodíkem vytvoreným nejméne z jedné poloviny z methanolu a vody ve druhé reakcní zóne, plynná reakcní smes z první reakcní zóny se smísí s methanolem a vede se do druhé reakcní zóny, kde za adiabatických podmínek pri teplote 180 az 280 .degree.C probíhá jednak methylace anilinu methanolem, jednak reakce methanolu s vodou na vodík a oxid uhlicitý na katalyzátoru s vysokou selektivitou na N-methylanilin plynná reakcní smes vystupující ze druhé reakcní zóny se ochladí na 20 az 40 .degree.C, oddelí se kapalná smes obsahující N-methylanilin, nezreagovaný anilin, N,N-dimethylanilin, vodu, methanol a malé mnozství vedlejsích produktu a z plynné smesi obsahující vodík a oxid uhlicitý se oddelí oxid uhlicitý absorpcí do bazického roztoku a vodík se vrací do první reakcní zóny a z kapalné smesi se rektifikací izoluje N-monomethylanilin a odseparovaný nezreagovaný anilin a methanol se vrací do druhé reakcní zóny. In the present invention, there is disclosed a process for preparing N-methylaniline from nitrobenzene and methanol in a gaseous phase and on copper-based catalysts in two reaction zones following each another wherein the preparation process is characterized in that in the first reaction zone a reduction of nitrobenzene by hydrogen takes place in the presence of a copper-based support catalyst under intense removal of heat from said first reaction zone at a reaction temperature ranging from 180 to 320 degC wherein the catalyst support consists of SiOi2, MgO, CaO and Fei2Oi3 and hydrogen is generated by at least one half from methanol and water in the second reaction zone. The gaseous reaction mixture of the first reaction zone is then mixed with methanol and supplied to the second reaction zone. Here, methylation of aniline by methanol takes place at a temperature ranging from 180 to 280 degC on the one side and on the other side methanol reacts with water to generate hydrogen and carbon dioxide on a catalyst with a high selectivity to N-methylaniline. The gaseous reaction mixture leaving the second reaction zone is then cooled down to 20 to 40 degC, a liquid mixture containing N-methylaniline, unreacted aniline, N,N-dimethylaniline, water, methanol and a small amount of by side products is separated. Subsequently carbon dioxide is separated by absorption into a basic solution from the gaseous mixture containing hydrogen and carbon dioxide and hydrogen is returned back into the first reaction zone. N-monomethylaniline is then isolated by rectification from the liquid mixture and the separated aniline and methanol are returned back into the second reaction zone.</abstract><oa>free_for_read</oa></addata></record>
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title Process for preparing N-methylaniline from nitrobenzene and methanol
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