1453-82-3Relevant articles and documents
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Loth,Hengstmann
, p. 306 (1966)
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Selective NaOH-catalysed hydration of aromatic nitriles to amides
Schmid, Thibault E.,Gómez-Herrera, Alberto,Songis, Olivier,Sneddon, Deborah,Révolte, Antoine,Nahra, Fady,Cazin, Catherine S. J.
, p. 2865 - 2868 (2015)
The selective synthesis of aromatic and heteroaromatic amides through base-catalysed hydration of nitriles was achieved using inexpensive and commercially available NaOH as the only catalyst. A wide range of nitriles was selectively converted to their corresponding amides. Kinetic studies show that the double hydration of nitriles towards undesirable carboxylic acids is negligible under our reaction conditions.
Mechanistic studies of the oxidation of isoniazid by the catalase peroxidase from Mycobacterium tuberculosis
Johnsson, Kai,Schultz, Peter G.
, p. 7425 - 7426 (1994)
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Synthesis of amidines and benzoxazoles from activated nitriles with Ni(0) catalysts
Gardu?o, Jorge A.,Garc?a, Juventino J.
, p. 3470 - 3477 (2015)
Amidines and 2-substituted benzoxazoles were synthesized from N-heterocyclic nitriles under mild conditions (50 °C, 48 h, two steps) in an atom-economical process that involves addition of methanol, the solvent, to a nitrile moiety to yield a methyl imidate and the subsequent extrusion of solvent in the presence of amines to afford the title compounds. Methyl imidate formation was achieved by developing a new catalytic pathway using [(dippe)Ni(H)]2 (dippe = 1,2-bis(diisopropylphosphino)ethane), [Ni(cod)2]/dppe, or [Ni(cod)2]/P(OPh)3 (cod = 1,5-cyclooctadiene, dppe = 1,2-bis(diphenylphosphino)ethane, P(OPh)3 = triphenyl phosphite) as the catalyst precursor. Regarding the ligands, for a given substrate, namely 4-cyanopyridine, the best performance for the Ni(0)-catalyzed system was found for the σ-donor bidentate dippe, whereas the monodentate π acceptor P(OPh)3 was less efficient. In relation to the substrates, for a given Ni-dippe system, steric hindrance and, more importantly, substrate electron-withdrawing character control imidate formation and thus the yield of amidines and benzoxazoles.
Mechanochemical Synthesis of Primary Amides
Gómez-Carpintero, Jorge,Sánchez, J. Domingo,González, J. Francisco,Menéndez, J. Carlos
, p. 14232 - 14237 (2021/10/20)
Ball milling of aromatic, heteroaromatic, vinylic, and aliphatic esters with ethanol and calcium nitride afforded the corresponding primary amides in a transformation that was compatible with a variety of functional groups and maintained the integrity of a stereocenter α to carbonyl. This methodology was applied to α-amino esters and N-BOC dipeptide esters and also to the synthesis of rufinamide, an antiepileptic drug.
A CONTINUOUS FLOW SYNTHESIS METHOD FOR THE MANUFACTURE OF ISONIAZID
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Page/Page column 10; 12-18, (2021/04/17)
A multistep continuous flow synthesis method for the manufacture of isonicotinyl-hydrazide (Isoniazid) comprising reacting 4-cyano pyridine with NaOH at a specified molar ratio and temperature range to produce the intermediate isonicotinamide, which intermediate is reacted with hydrazine hydrate, without isolation thereof, at a specified molar ratio and temperature range to produce isonicotinyl-hydrazide (Isoniazid) in a yield greater than about 90%.
