Tag: 200-300

Yang, Cai-Yun; Li, Xia; Liu, Bo; Huang, Guo-Li published an article in 2021. The article was titled 《I2-Promoted Direct C-H Sulfenylation of Isoquinolin-1(2H)-ones with Sulfonyl Chlorides》, and you may find the article in European Journal of Organic Chemistry.Application of 98-60-2 The information in the text is summarized as follows:

A simple, efficient, and green method for the iodine-promoted regioselective C-4 sulfenylation of isoquinolin-1(2H)-ones using com. available aryl sulfonyl chlorides as the sulfur source was described under metal- and solvent-free conditions. The reaction proceeded smoothly under simple conditions to obtain 4-arylthioisoquinolin-1(2H)-ones, e.g. I, in moderate to good yields, and showed high regioselectivity, broad substrate scope, and good functional group tolerance. A radical reaction mechanism involving ArS. radicals as key intermediates is proposed for the present transformation. In the part of experimental materials, we found many familiar compounds, such as 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Application of 98-60-2)

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Application of 98-60-2

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Formula: C8H6Cl2O3On June 11, 2015, Keurulainen, Leena; Vahermo, Mikko; Puente-Felipe, Margarita; Sandoval-Izquierdo, Elena; Crespo-Fernandez, Benigno; Guijarro-Lopez, Laura; Huertas-Valentin, Leticia; de las Heras-Duena, Laura; Leino, Teppo O.; Siiskonen, Antti; Ballell-Pages, Lluis; Sanz, Laura M.; Castaneda-Casado, Pablo; Jimenez-Diaz, M. Belen; Martinez-Martinez, Maria S.; Viera, Sara; Kiuru, Paula; Calderon, Felix; Yli-Kauhaluoma, Jari published an article in Journal of Medicinal Chemistry. The article was 《A Developability-Focused Optimization Approach Allows Identification of in Vivo Fast-Acting Antimalarials: N-[3-[(Benzimidazol-2-yl)amino]propyl]amides》. The article mentions the following:

Malaria continues to be a major global health problem, being particularly devastating in the African population under the age of five. Artemisinin-based combination therapies (ACTs) are the first-line treatment recommended by the WHO to treat Plasmodium falciparum malaria, but clin. resistance against them has already been reported. As a consequence, novel chemotypes are urgently needed. Herein the authors report a novel, in vivo active, fast-acting antimalarial chemotype based on a benzimidazole core. This discovery is the result of a medicinal chem. plan focused on improving the developability profile of an antichlamydial chem. class previously reported by the group. In the experiment, the researchers used 3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7Formula: C8H6Cl2O3)

3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. Formula: C8H6Cl2O3 The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《Scission of diaryl ethers and related compounds by means of piperidine. II. The nitration of 2,4,4′-trichlorodiphenyl ether and of 2,4-dichlorophenyl p-toluenesulfonate and benzoate》 was published in Journal of the Chemical Society in 1929. These research results belong to Groves, Leslie G.; Turner, Eustace E.; Sharp, Gladys Irene. Recommanded Product: 38902-87-3 The article mentions the following:

cf. C. A. 21, 2673. 2,4-Cl2C6H2OH is obtained in 80% yield from p-ClC6H4OH; the p-toluenesulfonate, m. 125°; nitration gives 2,4-dichloro-5-nitrophenyl o-nitro-p-toluenesulfonate (I), m. 103°; reduction with Fe and a little AcOH gives the diamino derivative, m. 159-61°; the diazo solution, with CuCl-HCl, gives a red gum which, refluxed 3 hrs. with piperidine, gives 2,4,5-Cl3C6H2OH, m. 66-7°. 1-p-Toluenesulfonylpiperidine, m. 103°; o-NO2 derivative (II), pale greenish yellow, m. 112°. Heating I with 1/3 of its weight of piperidine for 1.5 hr. at 100° gives II and 2,4-dichloro-5-nitrophenol (III), m. 105-6°. N-2,4-Dichlorophenylphthalimide, m. 155°; HNO3 in cocnd. H2SO4 gives the 5-NO2 derivative, pale yellow, m. 217-9°, saponified by 90% H2SO4 to 2,4,5-Cl2(O2N)C6H2NH2. 2,4-(O2N)2C6H3Cl and 2,4-Cl2C6H3OH in KOH give 2,4-dichloro-2′,4′-dinitrodiphenyl ether, pale greenish yellow, m. 118-9°; nitration gives the 5,2′,4′-tri-NO2 derivative, m. 128°; scission with piperidine gives III, while PhNH2 gives III and 2,4-(O2N)2C6H3NHPh. 4,4′-Dichloro-2-aminodiphenyl ether, m. 67°, results in 90% yield by reduction of the NO2 derivative with Fe and a little AcOH; through the diazo reaction there results 2,4,4′-trichlorodiphenyl ether, b11 183°, m. 54-5°; 2′-NO2 derivative, m. 86-7°, decomposed by piperidine into 2,4-Cl2C6H3OH and 4-chloro-2-nitrophenylpiperidine. The 5,2′-di-NO2 derivative, pale yellow, m. 103-4°, is decomposed by piperidine to give III. 2,4,4′-Trichloro-5,2°-diamino-diphenyl ether, m. 93-4°. 2,4,4′-Trichloro-5,2,5′-trinitrodiphenyl ether, yellowish green, m. 155-7°; piperidine gives III and 4-chloro-2,5-dinitrophenylpiperidine, red, m. 70-1°. 4-Chloro-2,6-dinitrophenylpiperidine, golden, m. 165-6°, results from 4,2,6-Cl(O2N)2-C6H2OMe. 2,4-Dichloro-5-nitrophenyl m-nitrobenzoate, m. 154°; 2,4-dichlorophenyl m-nitrobenzoate, m. 115-6°, gives the same product on nitration. 2,4-Dichloro-6-nitrophenyl m-nitrobenzoate, m. 149-50°, was prepared for purposes of comparison. Chlorination of m-O2NC6H4OH gives 2,4-dichloro-3-nitrophenol, pale yellowish green, m. 85-7°; p-totuenesulfonyl derivative, m. 122°, reduced by Fe and a little AcOH to the 3-NH2 derivative, m. 113-4°; the diazo solution, treated with CuCl-HCl and the crude product heated with piperidine, gives 2,3,4-trichlorophenol, m. 80-1°, identical with that obtained by chlorinating 3,4-Cl2C6H3OH. III does not react with SOCl2 and gave no definite product with PCl3. 4,5,1,2,-Cl2C6H2(NO2)2 and PhOK give 4,5-dichloro-2-nitrodiphenyl ether, yellow, m. 69-70°. 4,5,4′-Trichloro-2-nitrodiphenyl ether, pale yellow, m. 131-2°, decomposed by piperidine, giving 4-chloro-2-nitrophenylpiperidine. 4,5,2′,4′-Tetra-chloro-2-nitrodiphenyl ether, pale yellow, m. 125-6°; the 2-NH2 derivative m. 97-8°. The experimental part of the paper was very detailed, including the reaction process of 2,4-Dichloro-3-nitrophenol(cas: 38902-87-3Recommanded Product: 38902-87-3)

2,4-Dichloro-3-nitrophenol(cas: 38902-87-3) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties.Recommanded Product: 38902-87-3 Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《Modified and Scalable Synthesis of N-Tosyl-4-Chlorobenzenesulfonimidoyl Fluoride (SulfoxFluor): Direct Imidation of Sulfinyl Chlorides with Chloramine-T Trihydrate》 was written by Liu, Renxiang; Zhou, Xiao-Cong; He, Xin-Yi; Li, Yuan-Qiang; Zheng, Weiqin; Wang, Xiu; Guo, Junkai; Ni, Chuanfa; Hu, Jinbo. Application In Synthesis of 4-Chlorobenzenesulfonyl chlorideThis research focused ontosyl chlorobenzenesulfonimidoyl fluoride preparation. The article conveys some information:

A general and practical method for the preparation of N-Tosyl-4-chlorobenzenesulfonimidoyl fluoride (SulfoxFluor) and its adaptation to a large scale was disclosed. Starting from readily available 4-chlorobenzenesulfonyl chloride, chloramine-T trihydrate and potassium fluoride, SulfoxFluor was prepared on a hectogram scale in 63% overall yield with simple purification techniques. The use of chloramine-T trihydrate (instead of anhydrous chloramine-T) was a significant improvement over previous work, which streamlined the process and avoided the risk of explosion during drying or heating. This research not only established a reliable method for the scale-up synthesis of SulfoxFluor but also provided an insight into the imidation of sulfinyl chlorides with chloramine-T in the presence of water. In the experiment, the researchers used many compounds, for example, 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Application In Synthesis of 4-Chlorobenzenesulfonyl chloride)

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties.Application In Synthesis of 4-Chlorobenzenesulfonyl chloride Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with TCDD being one of the most notorious.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In 2022,Nale, Sagar D.; Datta Khanal, Hari; Rok Lee, Yong published an article in European Journal of Organic Chemistry. The title of the article was 《Palladium(II)-Catalyzed Direct Arylations of Quinoxalin-2(1H)-ones with Arylsulfonyl Chlorides》.Recommanded Product: 98-60-2 The author mentioned the following in the article:

A palladium-catalyzed desulfitative coupling of quinoxalin-2(1H)-ones with arylsulfonyl chlorides is described. C3-Arylquinoxalin-2(1H)-ones are readily accessible by reacting various arylsulfonyl chloride derivatives with quinoxalin-2(1H)-ones. The arylsulfonyl chloride undergoes palladium-catalyzed C-S and S-Cl bond cleavage, which leads to direct desulfitative cross-coupling with the quinoxalin-2(H)-one. Chloro- and fluoro-aryl sulfonyl chlorides are successfully coupled with quinoxalin-2(1H)-ones without carbon-halogen bond cleavage. The results came from multiple reactions, including the reaction of 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Recommanded Product: 98-60-2)

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.Recommanded Product: 98-60-2

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Yin, Zheng; Gu, Mingxing; Ma, Huili; Jiang, Xueyan; Zhi, Jiahuan; Wang, Yafei; Yang, Huifang; Zhu, Weiguo; An, Zhongfu published an article in 2021. The article was titled 《Molecular Engineering through Control of Structural Deformation for Highly Efficient Ultralong Organic Phosphorescence》, and you may find the article in Angewandte Chemie, International Edition.Product Details of 622-95-7 The information in the text is summarized as follows:

It is an enormous challenge to achieve highly efficient organic room-temperature phosphorescence (RTP) with a long lifetime. We demonstrate that, by bridging the carbazole and halogenated Ph ring with a methylene linker, RTP phosphors CzBX (X=Cl, Br) present high phosphorescence efficiency (ΦPh). A ΦPh up to 38% was obtained for CzBBr with a lifetime of 220 ms, which is much higher than that of compounds CzPX (X=Cl, Br) with a C-N bond as a linker (ΦPh<1%). Single-crystal anal. and theor. calculations revealed that, in the crystal phase, intermol. π-Br interactions accelerate the intersystem crossing process, while tetrahedron-like structures induced by sp3 methylene linkers restrain the nonradiative decay channel, leading to the high phosphorescence efficiency in CzBBr. This research paves a new road toward highly efficient and long-lived RTP materials with potential applications in anti-counterfeiting or data encryption. In the part of experimental materials, we found many familiar compounds, such as 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Product Details of 622-95-7)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.Product Details of 622-95-7 It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In 2022,Yin, Honglu; Chen, Yuepeng; Zhong, Qiu; Zheng, Shilong; Wang, Guangdi; He, Ling published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Design, synthesis, and antitumor study of a series of novel 1-Oxa-4-azaspironenone derivatives》.Electric Literature of C7H6BrCl The author mentioned the following in the article:

A series of 1-oxa-4-azaspiro[4,5]deca-6,9-diene-3,8-dione derivatives containing structural fragments of conjugated dienone have been synthesized previously by authors’ group, however the Michael addition reaction between conjugated dienone and nucleophilic groups in the body may generate harmful and adverse effects. To reduce harmful side effects, the authors started with p-aminophenol to make 1-oxo-4-azaspirodecanedione derivatives I (R1 = 4-MeC6H4, 2-ClC6H4, 4-BrC6H4, etc.) then utilized the Michael addition and cyclopropanation to synthesize target compounds II (R1 = 4-Me, 4-ClC6H4, 3-ClC6H4, 4-BrC6H4; R2 = CH(COOMe)2), III (R1 = 4-MeC6H4, 4-ClC6H4, 2,6-Cl2C6H3; R2 = CH3CH2S) and IV (R1 = 4-O2NC6H4, 2-ClC6H4, 4-BrC6H4, etc.) in order to eliminate α, β unsaturated olefinic bond and lower the Michael reactivity of the compounds in vivo for optimization. At the same time, heteroatoms are put into the mols. in order to improve the hydrophilicity of the mols. and the binding sites of the mols. and the target mols., establishing the groundwork for improved antitumor activity. The majority of the compounds had moderate to potent activity against A549 human lung cancer cells, MDA-MB-231 breast cancer cells, and Hela human cervical cancer cells. Among them, II (R1 = 3-ClC6H4; R2 = CH(COOMe)2) showed the strongest effect on A549 cell line with IC50 of 0.26μM; IV (R1 = 2-ClC6H4) showed the strongest cytotoxicity on MDA-MB-231 cell line with IC50 of 0.10μM; and II (R1 = 3-ClC6H4; R2 = CH(COOMe)2) showed the strongest activity on Hela cell line with IC50 of 0.18μM. In the experiment, the researchers used many compounds, for example, 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Electric Literature of C7H6BrCl)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.Electric Literature of C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Judge, Neil R.; Chacktas, Geraud; Ma, Ling; Schink, Anke; Buckpesch, Rainer; Schmutzler, Dirk; Machettira, Anu B.; Dietrich, Hansjorg; Asmus, Elisabeth; Bierer, Donald; McLeod, Michael C. published an article in 2021. The article was titled 《Flexible Synthesis and Herbicidal Activity of Fully Substituted 3-Hydroxypyrazoles》, and you may find the article in European Journal of Organic Chemistry.Recommanded Product: 622-95-7 The information in the text is summarized as follows:

The synthesis and herbicidal efficacy of a novel library of fully substituted 3-hydroxypyrazoles I (R1 = H, Me, Et, i-Pr, 2-methoxyethyl; R2 = H, 2,4-F2, 3,4-F2, 3-Cl, etc.; A = O, S, CH2, etc.) is reported. An efficient, divergent approach to introduce Ph, phenoxy, phenylsulfanyl, anilino and benzyl substituents in the 4-position of the pyrazole, alongside a flexible synthesis of N1-alkyl analogs I is described via final step diversification of key intermediates. Herbicidal screening of the prepared compounds against key weed species identified the lead compound I (R1 = Me; R2 = H, 2,4-F2; A = O), which was prepared on a multi-gram scale using an optimized synthetic route. In the experiment, the researchers used many compounds, for example, 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Recommanded Product: 622-95-7)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.Recommanded Product: 622-95-7 It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In 2019,Angewandte Chemie, International Edition included an article by Yuan, Si-Wen; Han, Hui; Li, Yan-Lin; Wu, Xueli; Bao, Xiaoguang; Gu, Zheng-Yang; Xia, Ji-Bao. Quality Control of 4-Chlorobenzenesulfonyl chloride. The article was titled 《Intermolecular C-H Amidation of (Hetero)arenes to Produce Amides through Rhodium-Catalyzed Carbonylation of Nitrene Intermediates》. The information in the text is summarized as follows:

Amide bond formation is one of the most important reactions in organic chem. because of the widespread presence of amides in pharmaceuticals and biol. active compounds Existing methods for amides synthesis are reaching their inherent limits. Described herein is a novel rhodium-catalyzed three-component reaction to synthesize amides from organic azides, carbon monoxide, and (hetero)arenes via nitrene-intermediates and direct C-H functionalization. Notably, the reaction proceeds in an intermol. fashion with N2 as the only byproduct, and neither directing groups nor additives are required. The computational and mechanistic studies show that the amides are formed via a key Rh-nitrene intermediate. Thus, e.g., 1-methylindole + CO + TsN3 → 1-methyl-N-tosylindole-3-carboxamide (92%, 88% isolated) in presence of [Rh(cod)Cl]2 in MeCN. The results came from multiple reactions, including the reaction of 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Quality Control of 4-Chlorobenzenesulfonyl chloride)

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties. Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with TCDD being one of the most notorious.Quality Control of 4-Chlorobenzenesulfonyl chloride

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Johnson, Steven M.; Connelly, Stephen; Wilson, Ian A.; Kelly, Jeffery W. published an article on February 26 ,2009. The article was titled 《Toward Optimization of the Second Aryl Substructure Common to Transthyretin Amyloidogenesis Inhibitors Using Biochemical and Structural Studies》, and you may find the article in Journal of Medicinal Chemistry.SDS of cas: 37908-97-7 The information in the text is summarized as follows:

Transthyretin (TTR) amyloidogenesis inhibitors are typically composed of two aromatic rings and a linker. We have previously established optimal structures for one aromatic ring and the linker. Herein, we employ a suboptimal linker and an optimal aryl-X substructure to rank order the desirability of aryl-Z substructures-using a library of 56 N-(3,5-dibromo-4-hydroxyphenyl)benzamides. Coconsideration of amyloid inhibition potency and ex vivo plasma TTR binding selectivity data reveal that 2,6, 2,5, 2, 3,4,5, and 3,5 substituted aryls bearing small substituents generate the most potent and selective inhibitors, in descending order. These benzamides generally lack undesirable thyroid hormone receptor binding and COX-1 inhibition activity. Three high-resolution TTR·inhibitor crystal structures (1.31-1.35 Å) provide insight into why these inhibitors are potent and selective, enabling future structure-based design of TTR kinetic stabilizers. After reading the article, we found that the author used 3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7SDS of cas: 37908-97-7)

3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.SDS of cas: 37908-97-7

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics