Process for the reductive amination of halogen-containing substrates

    公开(公告)号:US10173961B2

    公开(公告)日:2019-01-08

    申请号:US15523864

    申请日:2015-11-04

    申请人: Taminco BVBA

    摘要: Disclosed is a process for performing a reductive amination of a first functional group in an organic feed substrate, which feed substrate comprises at least one further functional group containing a halogen atom, wherein the halogen atom is selected from the list consisting of chlorine, bromine, iodine, and combinations thereof, in the presence of hydrogen and a heterogeneous catalyst comprising at least one metal from the list of Pd, Pt, Rh, Ir, and Ru, and in absence of any catalytic amount of any second metal from the list consisting of Ag, Ni, Co, Sn, Bi, Cu, Au, and combinations thereof. The process is preferably applied for the reductive amination of 2-chloro-benzaldehyde to form 2-chloro-benzyldimethylamine, as an intermediate in the production of active agrochemical compounds and microbicides of the methoximinophenylglyoxylic ester series.

    Process for the reductive amination and selective hydrogenation of substrates containing a selected halogen

    公开(公告)号:US10167248B2

    公开(公告)日:2019-01-01

    申请号:US14914744

    申请日:2014-08-26

    申请人: Taminco BVBA

    摘要: Disclosed is a process for performing a chemical reaction selected from reductive amination and hydrogenation of a first functional group in an organic feed substrate, which feed substrate comprises at least one further functional group containing a halogen atom, wherein the halogen atom is selected from the list consisting of chlorine, bromine, iodine, and combinations thereof, in the presence of hydrogen and a heterogeneous catalyst comprising at least one metal from the list of Pd, Rh, and Ru, together with at least a second metal from the list consisting of Ag, Ni, Co, Sn, Cu and Au. The process is preferably applied for the reductive amination of 2-chloro-benzaldehyde to form 2-chloro-benzyldimethylamine, as an intermediate in the production of agrochemically active compounds and microbiocides of the methoximinophenylglyoxylic ester series. Further disclosed is a composition rich in 2-chloro-benzyldimethylamine, further comprising an amount of 2-chloro-benzyl alcohol and being low in chlorotoluene isomers.

    Process for drying N,N-dimethyl glycinate salte

    公开(公告)号:US11524931B2

    公开(公告)日:2022-12-13

    申请号:US16979764

    申请日:2019-03-12

    申请人: Taminco BVBA

    摘要: The application relates to a process for drying a composition comprising an alkali metal salt of a compound of general formula (I) R1R2N—CHR3—COOM or formula (II) R1R2N—CHR3CHR3—COOM, in particular N,N-dimethyl glycinate salt, and the use thereof. In the process, the composition, in particular the N,N-di methyl glycinate salt, is dried by feeding the composition into a fluidized bed dryer and subjecting the composition to a heat treatment by contacting the composition in the fluidized bed dryer with a drying gas stream, and during the heat treatment a solution or dispersion of the composition is sprayed onto at least a portion of the composition present in the fluidized bed dryer, or alternatively or in addition the composition, in particular N,N-dimethyl glycinate salt, is fed into a fluidized bed dryer and subjected to heat treatment in the fluidized bed dryer by contacting the composition with a drying gas stream, and the temperature of the composition in the fluidized bed during the heat treatment does not exceed 50° C.

    PROCESS FOR DRYING N,N-DIMETHYL GLYCINATE SALTE

    公开(公告)号:US20210017121A1

    公开(公告)日:2021-01-21

    申请号:US16979764

    申请日:2019-03-12

    申请人: Taminco BVBA

    IPC分类号: C07C227/40 F26B3/08 F26B25/00

    摘要: The application relates to a process for drying a composition comprising an alkali metal salt of a compound of general formula (I) R1R2N—CHR3—COOM or formula (II) R1R2N—CHR3CHR3—COOM, in particular N,N-dimethyl glycinate salt, and the use thereof. In the process, the composition, in particular the N,N-di methyl glycinate salt, is dried by feeding the composition into a fluidized bed dryer and subjecting the composition to a heat treatment by contacting the composition in the fluidized bed dryer with a drying gas stream, and during the heat treatment a solution or dispersion of the composition is sprayed onto at least a portion of the composition present in the fluidized bed dryer, or alternatively or in addition the composition, in particular N,N-dimethyl glycinate salt, is fed into a fluidized bed dryer and subjected to heat treatment in the fluidized bed dryer by contacting the composition with a drying gas stream, and the temperature of the composition in the fluidized bed during the heat treatment does not exceed 50° C.

    PROCESS FOR THE REDUCTIVE AMINATION OF HALOGEN-CONTAINING SUBSTRATES

    公开(公告)号:US20200002268A1

    公开(公告)日:2020-01-02

    申请号:US16565595

    申请日:2019-09-10

    申请人: Taminco BVBA

    IPC分类号: C07C209/26 A01N37/36

    摘要: Disclosed is a process for performing a reductive amination of a first functional group in an organic feed substrate, which feed substrate comprises at least one further functional group containing a halogen atom, in the presence of hydrogen, a nitrogen-containing compound, and a catalyst, wherein the presence of the nitrogen-containing compound, expressed in a molar ratio relative to the first functional group in the organic feed substrate, at least during the reaction as long as the conversion of the organic feed substrate has not yet reached 80%, is maintained below a level of 1.3. Further disclosed is a composition of the invention comprising at least 98.0% wt of 2-chloro-benzyl-dimethylamine, at most 0.60% wt of the meso-o-Cl-BDMA dimer and at least 1 ppm wt of the (+/−)-o-Cl-BDMA dimer and any use therefor.

    IMPROVED PROCESS FOR THE REDUCTIVE AMINATION OF HALOGEN-CONTAINING SUBSTRATES

    公开(公告)号:US20170320812A1

    公开(公告)日:2017-11-09

    申请号:US15523864

    申请日:2015-11-14

    申请人: Taminco BVBA

    摘要: Disclosed is a process for performing a reductive amination of a first functional group in an organic feed substrate, which feed substrate comprises at least one further functional group containing a halogen atom, wherein the halogen atom is selected from the list consisting of chlorine, bromine, iodine, and combinations thereof, in the presence of hydrogen and a heterogeneous catalyst comprising at least one metal from the list of Pd, Pt, Rh, Ir, and Ru, and in absence of any catalytic amount of any second metal from the list consisting of Ag, Ni, Co, Sn, Bi, Cu, Au, and combinations thereof. The process is preferably applied for the reductive amination of 2-chloro-benzaldehyde to form 2-chloro-benzyldimethylamine, as an intermediate in the production of active agrochemical compounds and microbicides of the methoximinophenylglyoxylic ester series.

    Process for the reductive amination of halogen-containing substrates

    公开(公告)号:US10464879B2

    公开(公告)日:2019-11-05

    申请号:US15344846

    申请日:2016-11-07

    申请人: Taminco BVBA

    摘要: Disclosed is a process for performing a reductive amination of a first functional group in an organic feed substrate, which feed substrate comprises at least one further functional group containing a halogen atom, in the presence of hydrogen, a nitrogen-containing compound, and a catalyst, wherein the presence of the nitrogen-containing compound, expressed in a molar ratio relative to the first functional group in the organic feed substrate, at least during the reaction as long as the conversion of the organic feed substrate has not yet reached 80%, is maintained below a level of 1.3. Further disclosed is a composition of the invention comprising at least 98.0% wt of 2-chloro-benzyl-dimethylamine, at most 0.60% wt of the meso-o-Cl-BDMA dimer and at least 1 ppm wt of the (+/−)-o-Cl-BDMA dimer and any use therefor.

    Process for the reductive amination and selective hydrogenation of substrates containing a selected halogen

    公开(公告)号:US10252979B2

    公开(公告)日:2019-04-09

    申请号:US15678183

    申请日:2017-08-16

    申请人: Taminco BVBA

    摘要: Disclosed is a process for performing a chemical reaction selected from reductive amination and hydrogenation of a first functional group in an organic feed substrate, which feed substrate comprises at least one further functional group containing a halogen atom, wherein the halogen atom is selected from the list consisting of chlorine, bromine, iodine, and combinations thereof, in the presence of hydrogen and a heterogeneous catalyst comprising at least one metal from the list of Pd, Rh, and Ru, together with at least a second metal from the list consisting of Ag, Ni, Co, Sn, Cu and Au. The process is preferably applied for the reductive amination of 2-chloro-benzaldehyde to form 2-chloro-benzyldimethylamine, as an intermediate in the production of agrochemically active compounds and microbiocides of the methoximinophenylglyoxylic ester series. Further disclosed is a composition rich in 2-chloro-benzyldimethylamine, further comprising an amount of 2-chloro-benzyl alcohol and being low in chlorotoluene isomers.

    PROCESS FOR THE REDUCTIVE AMINATION AND SELECTIVE HYDROGENATION OF SUBSTRATES CONTAINING A SELECTED HALOGEN

    公开(公告)号:US20170342019A1

    公开(公告)日:2017-11-30

    申请号:US15678183

    申请日:2017-08-16

    申请人: Taminco BVBA

    摘要: Disclosed is a process for performing a chemical reaction selected from reductive amination and hydrogenation of a first functional group in an organic feed substrate, which feed substrate comprises at least one further functional group containing a halogen atom, wherein the halogen atom is selected from the list consisting of chlorine, bromine, iodine, and combinations thereof, in the presence of hydrogen and a heterogeneous catalyst comprising at least one metal from the list of Pd, Rh, and Ru, together with at least a second metal from the list consisting of Ag, Ni, Co, Sn, Cu and Au. The process is preferably applied for the reductive amination of 2-chloro-benzaldehyde to form 2-chloro-benzyldimethylamine, as an intermediate in the production of agrochemically active compounds and microbiocides of the methoximinophenylglyoxylic ester series. Further disclosed is a composition rich in 2-chloro-benzyldimethylamine, further comprising an amount of 2-chloro-benzyl alcohol and being low in chlorotoluene isomers.

    PROCESS FOR THE REDUCTIVE AMINATION OF HALOGEN-CONTAINING SUBSTRATES

    公开(公告)号:US20170129847A1

    公开(公告)日:2017-05-11

    申请号:US15344846

    申请日:2016-11-07

    申请人: Taminco BVBA

    IPC分类号: C07C209/26 A01N37/36

    摘要: Disclosed is a process for performing a reductive amination of a first functional group in an organic feed substrate, which feed substrate comprises at least one further functional group containing a halogen atom, in the presence of hydrogen, a nitrogen-containing compound, and a catalyst, wherein the presence of the nitrogen-containing compound, expressed in a molar ratio relative to the first functional group in the organic feed substrate, at least during the reaction as long as the conversion of the organic feed substrate has not yet reached 80%, is maintained below a level of 1.3. Further disclosed is a composition of the invention comprising at least 98.0% wt of 2-chloro-benzyl-dimethylamine, at most 0.60% wt of the meso-o-Cl-BDMA dimer and at least 1 ppm wt of the (+/−)-o-Cl-BDMA dimer and any use therefor.