445288-81-3Relevant academic research and scientific papers
Optimization of physicochemical properties is a strategy to improve drug-likeness associated with activity: Novel active and selective compounds against Trypanosoma cruzi
Amaral, Maiara,Romanelli, Maiara M.,Tempone, Andre G.,Varela, Marina T.,de Castro Levatti, Erica V.,Fernandes, Jo?o Paulo S.
, (2022/01/31)
Trypanosoma cruzi is the causing agent of Chagas disease, a parasitic infection without efficient treatment for chronic patients. Despite the efforts, no new drugs have been approved for this disease in the last 60 years. Molecular modifications based on
Fe3+-exchanged clay catalyzed transamidation of amides with amines under solvent-free condition
Ayub Ali, Md.,Hakim Siddiki,Kon, Kenichi,Shimizu, Ken-Ichi
supporting information, p. 1316 - 1319 (2014/03/21)
Fe3+-exchanged montmorillonite is shown to be an effective and reusable heterogeneous catalyst for the transamidation of various amides and amines under solvent-free condition. The catalyst shows high yields and wide substrate scope.
Preparation of pyrazine carboxamides: A reaction involving N-heterocyclic carbene (NHC) intermediates
Naredla, Rajasekhar Reddy,Dash, Barada P.,Klumpp, Douglas A.
supporting information, p. 4806 - 4809 (2013/10/08)
In the reactions of 2,3-pyrazinedicarboxylic anhydride with amines and anilines, pyrazine carboxamides are formed in good to excellent yields. A mechanism is proposed involving ring opening of the anhydride and decarboxylation of the heterocyclic ring. Based on other similar heterocyclic decarboxylations, this suggests the involvement of an N-heterocyclic carbene intermediate leading to the product.
Transamidation of amides with amines under solvent-free conditions using a CeO2 catalyst
Tamura, Masazumi,Tonomura, Takuya,Shimizu, Ken-Ichi,Satsuma, Atsushi
experimental part, p. 717 - 724 (2012/05/07)
Among various metal oxides, cerium oxide (CeO2) shows the highest catalytic activity for transamidation of picolinamide with n-octylamine. CeO2 acts as a reusable and effective heterogeneous catalyst for transamidation under solvent-free conditions. Transamidation of a variety of amides and amines produced the corresponding N-alkyl amides in high yields. This method provides the first example of a heterogeneous catalyst for transamidation using aliphatic amines as substrates. Characterization of acid-base properties and kinetic studies suggest that the cooperation of the weak Lewis acid sites and adjacent strong base sites play important roles in the transamidation reaction. The Royal Society of Chemistry 2012.
CeO2-catalyzed one-pot selective synthesis of N-alkyl amides from nitriles, amines and water
Tamura, Masazumi,Tonomura, Takuya,Shimizu, Ken-Ichi,Satsuma, Atsushi
experimental part, p. 6 - 12 (2012/04/23)
Among 13 kinds of metal oxides, ceria (CeO2) shows the highest catalytic activity for one-pot selective synthesis of the secondary amide from 2-cyanopyridine and n-octylamine as a test reaction. CeO2 acts as a reusable heterogeneous catalyst, and it is effective for the secondary amide formation from various nitriles and amines in high yields (73% to >99%). Pharmacologically important products such as heteroaromatic N-alky amides and morpholine amide are effectively synthesized, indicating that CeO2 can be a practically useful catalyst. A proposed mechanism includes (1) hydration of nitrile to the primary amide and (2) transamidation of the primary amide with amine as the rate-limiting step. This reaction mechanism provides a reason why the present catalytic system gives high selectivity.
