Category: 1146-43-6

Mass spectra of N-aryl(arylsulfonyl)-4-aminophenols (-naphthols) was written by Avdeenko, A. P.. And the article was included in Voprosy Khimii i Khimicheskoi Tekhnologii in 1988.COA of Formula: C13H13NO3S This article mentions the following:

The mass spectra of title compounds I (R = Ph, p-tolyl, 2-naphthyl; R¹ = H, Cl, CHMe₂; R² = H, Cl; R³ = H, Me), II (R = H, Me; R¹ = H, SO₂Ph, Cl), and III (R = R¹ = H, Cl; R = Cl, R¹ = H) at 12 and 70 eV were analyzed. The most characteristic decomposition path for the mol. ions of I is ejection of the arylsulfonyl radical. In the experiment, the researchers used many compounds, for example, N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6COA of Formula: C13H13NO3S).

N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.COA of Formula: C13H13NO3S

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Imino exchange reaction in a dearomatization strategy: synthesis of N-acyl diarylamines and phenothiazines from two anilines was written by Zhang, Li;Wang, Huiqing;Yang, Bo;Fan, Renhua. And the article was included in Organic Chemistry Frontiers in 2014.Quality Control of N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide This article mentions the following:

N-Sulfonyl cyclohexadienimines generated from an iodine(III)-induced oxidative dearomatization of N-sulfonyl protected para-substituted anilines are ready to undergo an imino exchange reaction with another aniline, which provides an alternative way to access N-acyl diarylamines and phenothiazines. In the experiment, the researchers used many compounds, for example, N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6Quality Control of N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide).

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. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.Quality Control of N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Halogenation of N-substituted p-quinone imines and p-quinone oxime esters: IV. Chlorination and bromination of N-arylsulfonyl-2(3)-methyl(2-chloro)-1,4-benzoquinone monoimines was written by Avdeenko, A. P.;Konovalova, S. A.. And the article was included in Russian Journal of Organic Chemistry in 2006.Application of 1146-43-6 This article mentions the following:

The addition of halogens to N-arylsulfonyl-1,4-benzoquinone imines (e.g. N-(4-oxo-2,5-cyclohexadien-1-ylidene)benzenesulfonamide), which exist in a solution as Z and E isomers, is controlled by steric factors. Z-E isomerization strongly affects the stability of cyclohexene structures formed by halogenation of 1,4-benzoquinone imines. The halogenation of N-arylsulfonyl-1,4-benzoquinone imines is accompanied by prototropic rearrangement. The halogenation of analogous phenols, e.g. N-(4-hydroxyphenyl)benzenesulfonamide, which were also obtained in the halogenation of the quinone imines, was also examined 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. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Application of 1146-43-6

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Novel one-pot preparation of 5-methoxylated indoline and indole derivatives using a hypervalent iodine(III) reagent was written by Tohma, Hirofumi;Watanabe, Hiroaki;Takizawa, Shinobu;Maegawa, Tomohiro;Kita, Yasuyuki. And the article was included in Heterocycles in 1999.Recommanded Product: 1146-43-6 This article mentions the following:

A novel and efficient one-pot preparation of 5-methoxy-1-tosylindolines and -indoles from N-tosyl-p-anisidines and activated olefins using phenyliodine(III) bis(trifluoroacetate) is described. In the experiment, the researchers used many compounds, for example, N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6Recommanded Product: 1146-43-6).

N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Recommanded Product: 1146-43-6

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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

N-Arylsulfonylquinone imines was written by Burmistrov, S. I.;Titov, E. A.. And the article was included in Zhurnal Obshchei Khimii in 1952.Formula: C13H13NO3S This article mentions the following:

N-Arylsulfonyl-p-quinone imines, derivatives of p-quinone, liberated iodine quantitatively from acid KI solutions; they form indophenols with PhOH and 1-C₁₀H₇OH; the arylsulfonyl group is cleaved as an anion of arylsulfinic acid. To 64.2 g. p-HOC₆H₄NH₂.HCl, 84.8 g. Na₂CO₃, and 400 ml. H₂O was added 76.2 g. p-MeC₆H₄SO₂Cl, and the mixture heated on a steam bath 2.5 hrs., then cooled, yielding 103 g. p-(p-tolylsulfonamido)phenol, m. 144.5° (from H₂O). This (10 g.) added at room temperature to 5.7 g. K₂Cr₂O₇.2H₂O in 175 ml. 20% H₂SO₄ and stirred 50 min., then dilute with H₂O, yielded a precipitate which was washed with H₂O and EtOH to remove unreacted material; crystallization of the product in small portions from EtOH gave 79-84% N-(p-tolylsulfonyl)-p-quinoneimine (I), m. 126.5°, orange-yellow, giving a blue color with PhOH and a violet color with 1-naphthol in ammoniacal solution Heating with 20% H₂SO₄ gives p-quinone. The imine can be also prepared by oxidation with CrO₃ in AcOH, but PbO₂ gave very low yields. The use of PhSO₂Cl in the above sequence gave pink p-(phenylsulfonamido)phenol, m. 155°; this oxidized as above, gave yellow 70% N-(phenylsulfonyl)-p-quinone imine, m. 137°. Similarly was prepared N-(p-tolylsulfonamido)-1-naphthol, m. 183° (from xylene), which oxidized to the corresponding naphthoquinone imine, m. 156°, in contrast to the 1st 2 analogs, does not liberate iodine quantitatively from KI nor does it give blue color with PhOH in NH₄OH solution, but does give a blue color with 1-naphthol. Shaking 4.36 g. I with 2.4 g. PhOH in NH₄OH, followed by filtration after the color is stabilized, and neutralization of the solution with AcOH gave red-brown indophenol, p-OC₆H₄:NC₆H₄OH, m. 160°; evaporation of the aqueous solution gave p-C₆H₄SO₂H, m. 85°. In the experiment, the researchers used many compounds, for example, N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6Formula: C13H13NO3S).

N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Formula: C13H13NO3S

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A selenium-catalysed para-amination of phenols was written by Yan, Dingyuan;Wang, Guoqiang;Xiong, Feng;Sun, Wei-Yin;Shi, Zhuangzhi;Lu, Yi;Li, Shuhua;Zhao, Jing. And the article was included in Nature Communications in 2018.Recommanded Product: 1146-43-6 This article mentions the following:

Se-catalyzed para-amination of phenols was reported while, in contrast, the reactions with sulfur donors were stoichiometric. A catalytic amount of phenylselenyl bromide smoothly converts N-aryloxyacetamides to N-acetyl p-aminophenols. When the para position was substituted (for example, with tyrosine), the dearomatization occurred and 4,4-disubstituted cyclodienone products were obtained. A combination of exptl. and computational studies was conducted and suggested the weaker Se-N bond plays a key role in the completion of the catalytic cycle. Our method extends the selenium-catalyzed processes to the functionalization of aromatic compounds Finally, the mild nature of the para-amination reaction was demonstrated by generating an AIEgen 2-(2′-hydroxyphenyl)benzothiazole (HBT) product in a fluorogenic fashion in a PBS buffer. In the experiment, the researchers used many compounds, for example, N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6Recommanded Product: 1146-43-6).

N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Recommanded Product: 1146-43-6

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics