Category: 53297-70-4

Pushkareva, Z. V. et al. published their research in Zhurnal Obshchei Khimii in 1954 | CAS: 53297-70-4

4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. 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: 53297-70-4

Dipole moments and structure of some sulfanilamide compounds was written by Pushkareva, Z. V.;Kokoshko, Z. Yu.. And the article was included in Zhurnal Obshchei Khimii in 1954.Recommanded Product: 53297-70-4 This article mentions the following:

Dipole moments of several sulfonamides were determined conventionally in dioxane (C6H6 was used as a reference liquid) at 25°; at. polarization was neglected; the electronic polarization (Pe) was calculated from the exptl. value of refraction of PhSO2NH2 (cf. Gur’yanova, C.A. 41, 6786a). The following values of the polarization at infinite dilution (P∞), Pe, and dipole moment (μ × 1018), resp., are reported for PhSO2NHR (R given): H, 571.39, 40.13, 5.09; Ph (m. 109-10°), 595.34, 64.22, 5.07; 3,5-Cl2C6H3 (m. 134-5°), 539.08, 73.85, 4.75; p-H2NSO2C6H4 (m. 148°), 714.82, 78.06, 5.55; Ac (m. 122°, from PhSO2NH2 and Ac2O), 558.14, 49.37, 4.96; 2-pyridyl (m. 171-2°), 573.51, 65.76, 4.95. Also p-H2NC6H4SO2NH2, -, -, 6.60; 3,4-Me(H2N)C6H3SO2NH2 (prepared by sulfonation of o-MeC6H4NHAc at 60-70° with HO3SCl 2 hrs., followed by aqueous NH4OH, yielding the crude amide, m. 202-4°; this heated to 80° in 1:3 H2SO4 1.5 hrs. and the filtrate treated with NH4OH gave the final product, m. 145-6°), 808.14, 48.27, 6.06; 1,4-H2NC10H6SO2NH2 (m. 212°), 943.94, 61.09, 6.53; p-H22NC6H4SO2NHAc (Albucide) (m. 182°), 1030.45, 58.80, 6.88; sulfapyridine (m. 192°), 1189.56, 69.08, 7.2; p-H2NC6H4SO2NHC6H4SO2NH2, 1090.78, 82.58, 6.99. Comparison of the moments so obtained with the vectorial addition of moments indicates an interaction between the p-groups NH2 and SO2NHR, with enhanced moment; no such enhancement exists in the m-derivatives The rotation of the NH2SO2 group is apparently restricted so that the H atom of the amide is located at the least distance from the O atoms of SO2. In the experiment, the researchers used many compounds, for example, 4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4Recommanded Product: 53297-70-4).

4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. 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: 53297-70-4

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

Lee, Sang-Yong et al. published their research in RSC Medicinal Chemistry in 2021 | CAS: 53297-70-4

4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4) 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. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Synthetic Route of C7H10N2O2S

Discovery of potent nucleotide pyrophosphatase/phosphodiesterase3 (NPP3) inhibitors with ancillary carbonic anhydrase inhibition for cancer (immuno)therapy was written by Lee, Sang-Yong;Namasivayam, Vigneshwaran;Boshta, Nader M.;Perotti, Arianna;Mirza, Salahuddin;Bua, Silvia;Supuran, Claudiu T.;Mueller, Christa E.. And the article was included in RSC Medicinal Chemistry in 2021.Synthetic Route of C7H10N2O2S This article mentions the following:

Nucleotide pyrophosphatase/phosphodiesterase3 (NPP3) catalyzes the hydrolysis of extracellular nucleotides. It is expressed by immune cells and some carcinomas, e.g. of kidney and colon. Together with ecto-5′-nucleotidase (CD73), NPP3 produces immunosuppressive, cancer-promoting adenosine, and has therefore been proposed as a target for cancer therapy. Here we report on the discovery of 4-[(4-methylphthalazin-1-yl)amino]benzenesulfonamide (1) as an inhibitor of human NPP3 identified by compound library screening. Subsequent structure-activity relationship (SAR) studies led to the potent competitive NPP3 inhibitor 2-methyl-5-{4-[(4-sulfamoylphenyl)amino]phthalazin-1-yl}benzenesulfonamide (23, Ki 53.7 nM vs. the natural substrate ATP). Docking studies predicted its binding pose and interactions. While 23 displayed high selectivity vs. other ecto-nucleotidases, it showed ancillary inhibition of two proposed anti-cancer targets, the carbonic anhydrases CA-II (Ki 74.7 nM) and CA-IX (Ki 20.3 nM). Thus, 23 may act as multi-target anti-cancer drug. SARs for NPP3 were steeper than for CAs leading to the identification of potent dual CA-II/CA-IX (e.g.34) as well as selective CA-IX inhibitors (e.g.31). In the experiment, the researchers used many compounds, for example, 4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4Synthetic Route of C7H10N2O2S).

4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4) 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. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Synthetic Route of C7H10N2O2S

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

New learning discoveries about 53297-70-4

According to the analysis of related databases, 53297-70-4, the application of this compound in the production field has become more and more popular.

Application of 53297-70-4, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 53297-70-4 as follows.

General procedure: The chlorides 9a-j was dissolved in CH2Cl2 (20 mL) andadded dropwise to a stirred solution of 4-anilinesulfonamide(10.0 mmol) and NaHCO3 (1.26 g, 15.0 mmol) in CH3CN(80 mL). The mixture was heated at 70 C for 2h. The solution solutionwas evaporated, and poured to water, filtered to give asolid. This was purified by chromatography on silica gelusing CH2C12-MeOH (30: l) to give the title molecules 10a-t.The typical compound 10c was characterized with NMR andMS techniques. The detailed data is below.

According to the analysis of related databases, 53297-70-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Song, Zhendong; Wang, Ping; Huang, Shanshan; Wang, Changyuan; Wang, Rui-Rui; Yang, Liu-Meng; Zhen, Yuhong; Liu, Kexin; Zheng, Yong-Tang; Ma, Xiaodong; Medicinal Chemistry; vol. 13; 4; (2017); p. 398 – 405;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Sources of common compounds: 4-Amino-3-methylbenzenesulfonamide

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

53297-70-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 53297-70-4, name is 4-Amino-3-methylbenzenesulfonamide, A new synthetic method of this compound is introduced below.

A cooled (0 0C) solution of e-chloropyhmidine^-carbonyl chloride (4.56 g; 25.8 mmol) in DCM (80 ml) was treated dropwise over 30 minutes with a solution of 4-amino-3-methyl-benzenesulfonamide (4.00 g; 21.5 mmol) and DIEA (7.40 ml; 43.0 mmol) in anhydrous DMF (10 ml_). At the end of addition the reaction mixture was concentrated under vacuum and the residue was taken up in EtOAc (200 mL). The organic phase was washed with water/brine (80 mL). A precipitate was formed, which was filtered and dried under vacuum to afford the crude product which was recrystallized from EtOH. The title product was obtained as a white solid. 1H NMR (300MHz, DMSO-d6) delta 10.65 (1 H, br s), 9.31 (1 H, d, J= 1.1 Hz), 8.24 (1 H, d, J= 1.1 Hz), 7.85-7.68 (3H, m), 7.33 (2H, br s), 2.36 (3H, s). MS (ESI-): 325.1. HPLC (Condition A): Rt 2.73 min (HPLC purity 100.0%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; LABORATOIRES SERONO SA; WO2009/19167; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Analyzing the synthesis route of 4-Amino-3-methylbenzenesulfonamide

According to the analysis of related databases, 4-Amino-3-methylbenzenesulfonamide, the application of this compound in the production field has become more and more popular.

53297-70-4, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 53297-70-4 as follows.

General procedure: The chlorides 9a-j was dissolved in CH2Cl2 (20 mL) andadded dropwise to a stirred solution of 4-anilinesulfonamide(10.0 mmol) and NaHCO3 (1.26 g, 15.0 mmol) in CH3CN(80 mL). The mixture was heated at 70 C for 2h. The solution solutionwas evaporated, and poured to water, filtered to give asolid. This was purified by chromatography on silica gelusing CH2C12-MeOH (30: l) to give the title molecules 10a-t.The typical compound 10c was characterized with NMR andMS techniques. The detailed data is below.

According to the analysis of related databases, 4-Amino-3-methylbenzenesulfonamide, the application of this compound in the production field has become more and more popular.

Reference:
Article; Song, Zhendong; Wang, Ping; Huang, Shanshan; Wang, Changyuan; Wang, Rui-Rui; Yang, Liu-Meng; Zhen, Yuhong; Liu, Kexin; Zheng, Yong-Tang; Ma, Xiaodong; Medicinal Chemistry; vol. 13; 4; (2017); p. 398 – 405;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 53297-70-4

The synthetic route of 4-Amino-3-methylbenzenesulfonamide has been constantly updated, and we look forward to future research findings.

53297-70-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 53297-70-4, name is 4-Amino-3-methylbenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A 100 if L round bottom flask was charged with 4-amino-3-methyl-benzenesulfonamide (0.092 g, 0.495 mmol), dissolved in 2 mL of acetone and NaHCO3 (0.040 g, 0.495 mmol) was added. To the stirred suspension under a nitrogen atmosphere was added dropwise a solution of the acid chloride from step 4 (0.200 g, 0.495 mmol) dissolved in 3 mL acetone and the reaction was stirred for 24 h at RT. The reaction mixture was cooled to 0 C. and quenched with 10% aqueous HCl. The aqueous phase was extracted with EtOAc and the combined extracts were washed with aqueous 10% HCl, water, and brine. The organic phase was dried(Na2SO4), filtered and the solvent was removed in vacuo. The crude product was purified by SiO2 chromatography eluting with DCM/MeOH (93:7) to afford 0.240 g (87%) of I-189: ms (M-H)=551, mp 244.0-245.1; Anal. CHN; calcd C, 47.80; H, 2.92; N, 7.60; found C, 47.51; H, 2.80; N, 7.49.

The synthetic route of 4-Amino-3-methylbenzenesulfonamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2005/239881; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some scientific research about 4-Amino-3-methylbenzenesulfonamide

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

53297-70-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 53297-70-4, name is 4-Amino-3-methylbenzenesulfonamide, A new synthetic method of this compound is introduced below.

The compounds in Table 2 below were prepared in accordance with the procedures set forth in Example 1, Step 3 using either [(1-mesityl-1H-tetrazol-5-yl)thio]acetic acid (prepared as described in Example 1, Steps 2 and 3) or the appropriate counterpart and the appropriate amine in place of 2-chloro-3-aminopyridine.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; MERCK & CO., INC.; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2005/115147; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some tips on 53297-70-4

The chemical industry reduces the impact on the environment during synthesis 53297-70-4. I believe this compound will play a more active role in future production and life.

The chemical industry reduces the impact on the environment during synthesis 53297-70-4, name is 4-Amino-3-methylbenzenesulfonamide, I believe this compound will play a more active role in future production and life. 53297-70-4

General procedure: The chlorides 9a-j was dissolved in CH2Cl2 (20 mL) andadded dropwise to a stirred solution of 4-anilinesulfonamide(10.0 mmol) and NaHCO3 (1.26 g, 15.0 mmol) in CH3CN(80 mL). The mixture was heated at 70 C for 2h. The solution solutionwas evaporated, and poured to water, filtered to give asolid. This was purified by chromatography on silica gelusing CH2C12-MeOH (30: l) to give the title molecules 10a-t.The typical compound 10c was characterized with NMR andMS techniques. The detailed data is below.

The chemical industry reduces the impact on the environment during synthesis 53297-70-4. I believe this compound will play a more active role in future production and life.

Reference:
Article; Song, Zhendong; Wang, Ping; Huang, Shanshan; Wang, Changyuan; Wang, Rui-Rui; Yang, Liu-Meng; Zhen, Yuhong; Liu, Kexin; Zheng, Yong-Tang; Ma, Xiaodong; Medicinal Chemistry; vol. 13; 4; (2017); p. 398 – 405;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics