Synthesis of medicinally relevant phenyl sulphonylamino alkanamides and N-aryl P-toluenesulphonamides was written by Izuchi, Attah S.;Onoabedje, Efeturi A.;Ekoh, Ogechi C.;Okafor, Sunday;Okoro, Uchechukwu C.. And the article was included in Journal of Medicinal and Chemical Sciences in 2019.Application of 1146-43-6 This article mentions the following:
Synthesis of new medicinally important phenylsulfonyl aminoalkanamides and N-aryl p-toluene sulfonamides was reported. The reaction between benzenesulfonylchloride and valine gave 3-methyl-2-[(phenylsulfonyl)amino]butanoic acid which was converted into 2- [acetyl(phenylsulfonyl)amino]-3-Me butanoic acid by reacting with acetic anhydride in acetic acid. The reaction of the latter with SOCl2 and the former with NH3 afforded 2-[N-acetyl(phenylsulfonyl)amino]-3-Me butanamide intermediate. The palladium-catalyzed reaction of the intermediate with readily available aryl chlorides and bromides afforded a variety of Ph sulfonylaminoalkanamides I [R = 4-aminophenyl, 4-hydroxyphenyl, 4-methoxyphenyl, pyridin-2-yl, 5-nitropyridin-2-yl, 2,6-diaminopyrimidin-4-yl] was obtained in good yields. In another synthesis, p-toluenesulfonylchloride reacted with aqueous ammonia to give 4-Me benzenesulfonamide which was converted into N-(aryl)-p-toluenesulfonamide, II [R = 4-hydroxyphenyl, 4-formylphenyl, 4-aminophenyl, 2-methylphenyl, 2-methoxyphenyl] in good yields, by reaction with 4-chlorophenol, 4-bromobenzaldehyde, 4-bromoaniline, 2-chlorotoluene and 1-bromo-2-methoxybenzene, resp. Structures of the synthesized compounds were confirmed by spectroscopic and elemental anal. data. In the experiment, the researchers used many compounds, for example, N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6Application of 1146-43-6).
N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Application of 1146-43-6
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics