2304-58-7Relevant articles and documents
5-Cyanovaleramide production using immobilized Pseudomonas chlororaphis B23
Hann, Eugenia C.,Eisenberg, Amy,Fager, Susan K.,Perkins, Neal E.,Gallagher, F.Glenn,Cooper, Susan M.,Gavagan, John E.,Stieglitz, Barry,Hennessey, Susan M.,Dicosimo, Robert
, p. 2239 - 2245 (1999)
A biocatalytic process for the hydration of adiponitrile to 5- cyanovaleramide has been developed which can be run to higher conversion, produces more product per weight of catalyst, and generates significantly less waste products than alternate chemical processes. The biocatalyst consists of Pseudomonas chlororaphis B23 microbial cells immobilized in calcium alginate beads. The cells contain a nitrile hydratase (EC 4.2.1.84) which catalyzes the hydration of adiponitrile to 5-cyanovaleramide with high regioselectivity, and with less than 5% selectivity to byproduct adipamide. Fifty-eight consecutive batch reactions with biocatalyst recycle were run to convert a total of 12.7 metric tons of adiponitrile to 5-cyanovaleramide. At 97% adiponitrile conversion, the yield of 5-cyanovaleramide was 13.6 metric tons (93% yield, 96% selectivity), and the total weight of 5-cyanovaleramide produced per weight of catalyst was 3150 kg/kg (dry cell weight).
Hydration of nitriles using a metal-ligand cooperative ruthenium pincer catalyst
Guo, Beibei,Otten, Edwin,De Vries, Johannes G.
, p. 10647 - 10652 (2019/12/02)
Nitrile hydration provides access to amides that are important structural elements in organic chemistry. Here we report catalytic nitrile hydration using ruthenium catalysts based on a pincer scaffold with a dearomatized pyridine backbone. These complexes catalyze the nucleophilic addition of H2O to a wide variety of aliphatic and (hetero)aromatic nitriles in tBuOH as solvent. Reactions occur under mild conditions (room temperature) in the absence of additives. A mechanism for nitrile hydration is proposed that is initiated by metal-ligand cooperative binding of the nitrile.
A heterogeneous catalytic method for the conversion of nitriles into amides using molecular sieves modified with copper(II)
Kiss, árpád,Hell, Zoltán
experimental part, p. 6021 - 6023 (2011/11/28)
A heterogenous catalytic method is developed for the hydration of nitriles into amides with acetaldoxime. Copper(II) supported on 4 molecular sieves is an efficient catalyst for this reaction.