91269-52-2Relevant academic research and scientific papers
Pd-catalysed β-selective C(sp3)-H arylation of simple amides
Hao, Hong-Yan,Lou, Shao-Jie,Mao, Yang-Jie,Wang, Shuang,Wu, Qiu-Zi,Xu, Dan-Qian,Xu, Zhen-Yuan,Zhou, Kun
supporting information, p. 8055 - 8058 (2021/08/20)
An efficient Pd-catalysed β-C(sp3)-H arylation of diverse native amides with aryl iodides was developed. This protocol overcomes the necessity of the Thorpe-Ingold effect and features broad substrate scope and good functional group tolerance. The potential application of this protocol is collectively demonstrated by gram-scale synthesis and the synthesis of several bioactive molecules.
Expedient Synthesis of N-Methyl- and N-Alkylamines by Reductive Amination using Reusable Cobalt Oxide Nanoparticles
Senthamarai, Thirusangumurugan,Murugesan, Kathiravan,Natte, Kishore,Kalevaru, Narayana V.,Neumann, Helfried,Kamer, Paul C. J.,Jagadeesh, Rajenahally V.
, p. 1235 - 1240 (2018/02/09)
N-Methyl- and N-alkylamines represent important fine and bulk chemicals that are extensively used in both academic research and industrial production. Notably, these structural motifs are found in a large number of life-science molecules and play vital roles in regulating their activities. Therefore, the development of convenient and cost-effective methods for the synthesis and functionalization of amines by using earth-abundant metal-based catalysts is of scientific interest. In this regard, herein we report an expedient reductive amination process for the selective synthesis of N-methylated and N-alkylated amines by using nitrogen-doped, graphene-activated nanoscale Co3O4-based catalysts. Starting from inexpensive and easily accessible nitroarenes or amines and aqueous formaldehyde or aldehydes in the presence of formic acid, this cost-efficient reductive amination protocol allows the synthesis of various N-methyl- and N-alkylamines, amino acid derivatives, and existing drug molecules.
Betti's base for crystallization-induced deracemization of substituted aldehydes: synthesis of enantiopure amorolfine and fenpropimorph
Carella, Andrea,Ramos Ferronatto, Gabriel,Marotta, Emanuela,Mazzanti, Andrea,Righi, Paolo,Paolucci, Claudio
, p. 2968 - 2978 (2017/04/10)
The acid-promoted crystallization-induced diastereoisomer transformation (CIDT) of naphthoxazines derived from racemic O-protected 2-substituted 4-hydroxybutyraldehydes and enantiopure Betti's base allows the deracemization of the starting aldehydes with ee up to 96%. As an alternative, reduction with lithium aluminum hydride of the diastereoisomerically enriched naphthoxazines leads to enantioenriched primary amines. The utility of the latter strategy was demonstrated by applying it to the synthesis of enantioenriched fenpropimorph and to the first synthesis of enantiopure amorolfine, with ee up to 99.5%.
PROCESS FOR CONTINUOUS HYDROGENATION OR HYDROGENATING AMINATION
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Page/Page column 5, (2010/04/25)
A process is described for continuously hydrogenating unsaturated compounds, in which particles of a first hydrogenation catalyst are suspended in a liquid phase in which an unsaturated compound is dissolved, the liquid phase, in the presence of a hydrogenous gas at a first partial hydrogen pressure and at a first temperature, is conducted through a packed bubble column reactor in cocurrent counter to the direction of gravity, the effluent from the bubble column reactor is sent to a gas-liquid separation, the liquid phase is sent to a crossfiltration to obtain a retentate and a filtrate, the retentate is recycled into the bubble column reactor and the filtrate, in the presence of a hydrogenous gas at a second partial hydrogen pressure and at a second temperature, is passed over a bed of a second hydrogenation catalyst, wherein the second partial hydrogen pressure is at least 10 bar higher than the first partial hydrogen pressure.
PROCESS FOR PREPARING AN AMINE
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Page/Page column 7-8, (2009/04/24)
A process for preparing an amine by reacting an aldehyde and/or ketone with hydrogen and a nitrogen compound selected from the group of primary and secondary amines in the presence of a heterogeneous catalyst, wherein the catalyst is a coated catalyst which comprises at least one metal of group VIII of the Periodic Table of the Elements as a hydrogenating metal and additionally a promoter on an oxidic support, at least 80% of the metal of group VIII of the Periodic Table of the Elements being present in a layer between the surface of the catalyst and a penetration depth which is not more than 80% of the radius of the catalyst, calculated from the surface of the catalyst.
Process of producing amorolfine
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Page/Page column 8-9, (2008/12/06)
The present invention refers to an improved process of producing Amorolfine base, which is a compound of formula (I): said process comprising the steps of: (i) contacting a compound of formula (II): with a Friedel-Crafts catalyst; and (ii) adding one equivalent of 2-halogeno-2-methylbutane, characterised in that the reaction mixture obtained in step (i) is cooled to a temperature between -40 to -60 °C prior to step (ii) and the Friedel-Craft catalyst is chosen among the group consisting of boron trifluoride complex, titanium chloride complex, zinc chloride, gallium chloride, antimony pentafluoride, molybdenum pentachloride, indium chloride, antimony pentachloride, lanthanide bromide, scandium(III)triflate, lanthanide (III) triflate, yterbium (III) triflate and silica gel associated with ferric chloride.
PROCESS OF PRODUCING AMOROLFINE
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Page/Page column 13-16, (2008/06/13)
The present invention refers to an improved process of producing Amorolfine base, which is a compound of Formula (I) said process comprising the steps of: (i) contacting a compound of Formula (II) with a Friedel- Crafts catalyst at a temperature in the range of 20 to 30 °C; and (ii) adding one equivalent of 2-halogeno-2- methylbutane, characterised in that the reaction mixture obtained in step (i) is cooled to a temperature between -40 to -60 °C prior to step (ii).
METHOD FOR PRODUCING AN AMINE
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Page/Page column 16-17, (2008/06/13)
A method is disclosed for producing an amine by reacting an aldehyde and/or ketone with hydrogen and a nitrogen compound selected from the group of primary and secondary amines in the presence of a heterogeneous catalyst. The catalyst is a catalyst package that can be produced by applying at least one catalytically active metal and/or at least one compound of said metal to a woven or knitted fabric or to a film as support material.
One-pot multistep synthetic strategies for the production of fenpropimorph using an ionic liquid solvent
Forsyth, Stewart A.,Gunaratne, H. Q. Nimal,Hardacre, Christopher,McKeown, Angela,Rooney, David W.
, p. 94 - 102 (2012/12/21)
The one-pot synthesis of the fungicide fenpropimorph has been achieved using two different synthetic strategies in an ionic liquid. The first pathway consists of a Heck coupling followed by reductive animation; the second pathway consists of an aldol condensation followed by hydrogenation/reductive animation. Homogeneous and heterogeneous palladium catalysts have been utilised in the ionic liquid to provide a catalyst/solvent system that is suitable for recycling and process optimisation.
Patch preparations for treating plants
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, (2008/06/13)
The following invention introduces a patch preparation for treating plants, whereas the patch preparations comprise a chemical layer composed of at least one agrochemically active compound, at least one adhesive and optionally, one or more additives. The components are dispersed in a matrix state on a substrate which are then introduced on the roots of the plant to be treated.
