61767-26-8Relevant academic research and scientific papers
Functionalized 5-Amino-4-cyanoxazoles, their Hetero- and Macrocyclic Derivatives: Preparation and Synthetic Applications
Merzhyievskyi, Danylo O.,Shablykin, Oleh V.,Shablykina, Olga V.,Kozytskiy, Andriy V.,Rusanov, Eduard B.,Moskvina, Viktoriia S.,Brovarets, Volodymyr S.
, p. 6511 - 6523 (2021/06/14)
An approach to a series of new 5-amino-4-cyanoxazoles is described. Synthesis of the title compounds relied on a two-step sequence including heterocyclization of 2-amido-3,3-dichloroacrylonitriles with aliphatic secondary amines (dimethylamine, morpholine), primary aliphatic amines with active functional groups (2-aminoethanol and glycine ethyl ester), and aniline. An efficient and straightforward protocol introduces a carboxylate group at the C-2 position of 5-amino-4-cyanoxazoles, connected to the heterocycle directly or through an aliphatic linker. This carboxylic group is an attractive motif that can be found in a variety of drug-relevant compounds and also used for further modifications. Furthermore, efficient transformations of selected trisubstituted compounds were used to demonstrate their rich synthetic potential – e. g., as precursors to 2-(4-cyano-5-(dimethylamino)oxazol-2-yl)acetamides, oxazole-containing macrocyclic structures, 2-(oxazol-2-yl)acetamides, amino pyrazoles, 3-(4-cyano-5-aminoxazol-2-yl)coumarins, and oxazole amino acids.
Synthesis of 3(5)-amino-4-acylamino-5(3)-arylsulfanylpyrazoles and their fused derivatives on the basis of N-(2,2,2-trichloro-1-hydroxyethyl)benzamides
Popil'nichenko,Pil'o,Brovarets,Chernega,Drach
, p. 1816 - 1820 (2008/02/03)
Addition products of carboxylic acid amides and trichloroacetaldehyde are readily converted into 3-arylsulfanyl-2-acylamino-3-chloroacrylonitriles which react with hydrazine hydrate to afford 3(5)-amino-5(3)-arylsulfanyl-4- acylaminopyrazoles. The presenc
