625-28-5Relevant academic research and scientific papers
Facile dehydration of primary amides to nitriles catalyzed by lead salts: The anionic ligand matters
Ruan, Shixiang,Ruan, Jiancheng,Chen, Xinzhi,Zhou, Shaodong
, (2020/12/09)
The synthesis of nitrile under mild conditions was achieved via dehydration of primary amide using lead salts as catalyst. The reaction processes were intensified by not only adding surfactant but also continuously removing the only by-product, water from the system. Both aliphatic and aromatic nitriles can be prepared in this manner with moderate to excellent yields. The reaction mechanisms were obtained with high-level quantum chemical calculations, and the crucial role the anionic ligand plays in the transformations were revealed.
Method for Selective Oxidation of Amines Using Two Dimensional Heterogeneous Nano-catalysts with Ruthenium Dispersed on Exfoliated Sheets of Molybdenum Disulfide
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Paragraph 0144-0147, (2019/03/13)
Disclosed is a method for selectively oxidizing an amine-based compound to convert the same into compounds such as nitrile using a two-dimensional heterogeneous nanocatalyst containing ruthenium supported, at high dispersion rate, on an exfoliated layer of molybdenum disulfide which is a layered transition metal dichalcogenide (LTMD).COPYRIGHT KIPO 2019
Synthesis of α-aminonitriles using aliphatic nitriles, α-amino acids, and hexacyanoferrate as universally applicable non-toxic cyanide sources
Nauth, Alexander M.,Konrad, Tim,Papadopulu, Zaneta,Vierengel, Nina,Lipp, Benjamin,Opatz, Till
supporting information, p. 4217 - 4223 (2018/09/29)
In cyanation reactions, the cyanide source is often directly added to the reaction mixture, which restricts the choice of conditions. The spatial separation of cyanide release and consumption offers higher flexibility instead. Such a setting was used for the cyanation of iminium ions with a variety of different easy-to-handle HCN sources such as hexacyanoferrate, acetonitrile or α-amino acids. The latter substrates were first converted to their corresponding nitriles through oxidative decarboxylation. While glycine directly furnishes HCN in the oxidation step, the aliphatic nitriles derived from α-substituted amino acids can be further converted into the corresponding cyanohydrins in an oxidative C-H functionalization. Mn(OAc)2 was found to catalyze the efficient release of HCN from these cyanohydrins or from acetone cyanohydrin under acidic conditions and, in combination with the two previous transformations, permits the use of protein biomass as a non-toxic source of HCN.
Oxime compound and the nitrile compound continuous synthesis of (by machine translation)
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Paragraph 0035; 0036; 0037; 0041; 0042; 0044; 0045; 0049, (2018/10/02)
The invention discloses a aryloximes and continuous synthesis of nitrile compounds. The method comprises the following steps: continuously in the reactor in the continuous instantaneous generation free hydroxylamine, free hydroxylamine with the RCH2 CHO condensation reaction, to obtain the oxime; wherein R is straight or branched alkyl, substituted or non-substituted aryl group, a substituted or non-substituted heterocyclic or cyclic alkyl, [...] a step through the continuous programme dewatered to form a nitrile. The application of the technical scheme of the invention, continuous instant generating free hydroxylamine, avoids a great deal of free hydroxylamine to the process production risks, through the continuous reaction device to carry out the reaction, simplified neutralization in the prior art, extraction, concentration and the like, the production cost is reduced. And in the course of the reaction, the solvent can accomplish the complete recovery, three waste emissions can be greatly reduced, and post-processing operation and the reaction operation is simplified, the production cost is reduced and the cost of raw material, also improves the amplifying a producing process of the security. (by machine translation)
Direct synthesis of nitriles from aldehydes and hydroxylamine hydrochloride catalyzed by a HAP@AEPH2-SO3H Nanocatalyst
Masjed, Samane Memar,Akhlaghinia, Batool,Zarghani, Monireh,Razavi, Nasrin
, p. 33 - 43 (2017/01/18)
We describe an efficient method for the direct preparation of nitriles from aldehydes and hydroxylamine hydrochloride catalyzed by sulfonated nanohydroxyapatite functionalized by 2-aminoethyl dihydrogen phosphate (HAP@AEPH2-SO3H) as an eco-friendly and recyclable solid acid nanocatalyst. In this protocol the use of a solid acid nanocatalyst provides a green, useful, and rapid method for the preparation of nitriles in excellent yields. In addition, the notable feature of this methodolgy is that the synthesized nanocatalyst can be recovered and reused five times without any noticeable loss of efficiency.
Bio-based nitriles from the heterogeneously catalyzed oxidative decarboxylation of amino acids
Claes, Laurens,Matthessen, Roman,Rombouts, Ine,Stassen, Ivo,De Baerdemaeker, Trees,Depla, Diederik,Delcour, Jan A.,Lagrain, Bert,De Vos, Dirk E.
, p. 345 - 352 (2015/01/30)
The oxidative decarboxylation of amino acids to nitriles was achieved in aqueous solution by in situ halide oxidation using catalytic amounts of tungstate exchanged on a [Ni,Al] layered double hydroxide (LDH), NH4Br, and H2O2 as the terminal oxidant. Both halide oxidation and oxidative decarboxylation were facilitated by proximity effects between the reactants and the LDH catalyst. A wide range of amino acids was converted with high yields, often > 90%. The nitrile selectivity was excellent, and the system is compatible with amide, alcohol, and in particular carboxylic acid, amine, and guanidine functional groups after appropriate neutralization. This heterogeneous catalytic system was applied successfully to convert a pro-tein-rich byproduct from the starch industry into useful biobased N-containing chemicals.
Ruthenium-catalyzed aerobic oxidative decarboxylation of amino acids: A green, zero-waste route to biobased nitriles
Claes, Laurens,Verduyckt, Jasper,Stassen, Ivo,Lagrain, Bert,De Vos, Dirk E.
supporting information, p. 6528 - 6531 (2015/04/14)
Oxidative decarboxylation of amino acids into nitriles was performed using molecular oxygen as terminal oxidant and a heterogeneous ruthenium hydroxide-based catalyst. A range of amino acids was oxidized in very good yield, using water as the solvent. This journal is
Decarboxylation of a Wide Range of Amino Acids with Electrogenerated Hypobromite
Matthessen, Roman,Claes, Laurens,Fransaer, Jan,Binnemans, Koen,De Vos, Dirk E.
, p. 6649 - 6652 (2016/02/19)
Bromide-assisted electrochemical decarboxylation efficiently produces valuable nitriles in high yields from a wide range of naturally occurring amino acids in a single step. Bromide salts are used as both redox mediators and supporting electrolytes in a simple one-compartment setup. As demonstrated for lysine, the selectivity of the decarboxylation can be tuned towards nitriles, amines or amides. An electrochemical system is developed that allows the selective decarboxylation of a wide range of amino acids. Valuable nitriles are obtained in high yields in a single step by using bromide salts as both redox mediators and supporting electrolytes. The product selectivity of lysine can be tuned towards nitriles, amines, or amides.
A novel system for the synthesis of nitriles from carboxylic acids
Telvekar, Vikas N.,Rane, Rajesh A.
, p. 6051 - 6053 (2008/02/10)
A simple, mild and high yielding method for the conversion of various carboxylic acids to nitriles has been developed using diphosphorus tetraiodide in combination with ammonium carbonate at room temperature.
Rhodococcus nitrile hydratase
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, (2008/06/13)
The invention relates to a Rhodococcus polynucleotide cluster which contains nucleotide sequences which encode polypeptides having the activity of a nitrile hydratase, of an auxiliary protein P15K which activates this enzyme and of a cobalt transporter, to transformed microorganisms in which the nucleotide sequences encoding these proteins are present in increased quantity, and to the use of the transformed microorganisms for preparing amides from nitriles.
