Tag: 100-200

《Formation of fumaramic acid from asparagine in phosphate buffer》 was written by Talley, Eugene A.; Fitzpatrick, Thomas J.; Porter, William L.. Electric Literature of C4H5NO3 And the article was included in Journal of the American Chemical Society in 1959. The article conveys some information:

The product obtained by heating asparagine in pH 6.7 buffer (Na2HPO4, KH2PO4) 24 hrs. at 100° and previously regarded to be 4-carboxy-2-azetidinone (C.A. 51, 2715h), has been shown by chem. means, infrared absorption, X-ray powder diagram, and comparison with an authentic sample to be fumaramic acid (I). Absolute MeOH (10.7 g.) in 145 cc. dry C6H6 added dropwise to 51.0 g. fumaryl dichloride with stirring below 30°, kept overnight, and fractionally distilled gave the following fractions: (1) b18 62-71°, (2) b18 71-82°, (3) b18 82-4°, (4) b18 84-5° (di-Me fumarate); the combined fractions 2 and 3 stirred with cold H2O until emulsified, cooled, and filtered, and the residue washed with iced H2O gave 8.2 g. mono-Me ester (II) of fumaric acid, m. 144.0-4.5°. II (8.2 g.) shaken several min. at room temperature with 25 cc. concentrated NH4OH, kept 2 hrs., and evaporated in vacuo, the residue dissolved in H2O, redried, redissolved in H2O, and passed through Dowex 50 (H), the effluent and the washing from the column combined, concentrated at 40°, and allowed to stand, and the crystalline deposit recrystallized (H2O) and dried at 50° in vacuo yielded 6.3 g. I, which was identical with the product from asparagine. In the experiment, the researchers used 4-Oxo-2-azetidinecarboxylic acid(cas: 98019-65-9Electric Literature of C4H5NO3)

4-Oxo-2-azetidinecarboxylic acid(cas:98019-65-9) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Electric Literature of C4H5NO3 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

Xie, Dandan; Yang, Zaiping; Hu, Xin; Wen, Yin published an article in 2022. The article was titled 《Synthesis, antibacterial and insecticidal activities of novel capsaicin derivatives containing a sulfonic acid esters moiety》, and you may find the article in Frontiers in Chemistry (Lausanne, Switzerland).Application of 16629-19-9 The information in the text is summarized as follows:

In order to develop an efficient and broad-spectrum bactericide, a series of novel capsaicin derivatives containing a sulfonic acid esters moiety was synthesized. The structure of these compounds were confirmed by NMR spectroscopy (NMR) and high-resolution mass spectrum (HRMS). The results of the bioactivities revealed that some target compounds exhibited remarkable antibacterial activity. Compound 3b exhibited the highest activities against Pseudomonas syringae pv. actinidiae (Psa), Xanthomonas oryzae pv. oryzae (Xoo), and Xanthomonas axonopodis pv. citri (Xac), and the values were 86, 54, and 92% at 50 μg/mL, resp., which were higher than were for thiodiazole copper (87, 34, and 77%) and bismerthiazol (87, 37 and 75%). Although some compounds also showed certain activity against Spodoptera frugiperda, it was weaker than the pos. controls monosultap and mulfoxaflor. Thus, the bioassay results recommend that these newly designed and synthesized scaffolds should be used as a bactericide lead compound rather than an insecticide lead compound In the part of experimental materials, we found many familiar compounds, such as Thiophene-2-sulfonyl chloride(cas: 16629-19-9Application of 16629-19-9)

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Application of 16629-19-9

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

Li, Yuxiu; Li, Xiangqian; Li, Xiaowei; Shi, Dayong published an article in 2021. The article was titled 《Visible-light-promoted E-selective synthesis of α-fluoro-β-arylalkenyl sulfides via the deoxygenation/isomerization process》, and you may find the article in Chemical Communications (Cambridge, United Kingdom).Electric Literature of C4H3ClO2S2 The information in the text is summarized as follows:

Regioselective synthesis of α-fluoro-β-arylalkenyl sulfides (E/Z)-Ar(R1)C=C(F)SR (R = 4-ClC6H4, 2-naphthyl, 2-thienyl, etc.; R1 = H, CH3, C6H5; Ar = 4-BrC6H4, 2-naphthyl, quinolin-3-yl, etc.) has been established with gem-difluoroalkenes Ar(R1)C=C(F)2 and sodium sulfinates RS(O)2Na in a transition-metal-free manner. A series of control experiments was executed to demonstrate thiol radicals and anions as the proposed intermediates. Notably, regioselective Z → E isomerization was achieved under green light irradiation in the absence of a photoinitiator. In addition to this study using Thiophene-2-sulfonyl chloride, there are many other studies that have used Thiophene-2-sulfonyl chloride(cas: 16629-19-9Electric Literature of C4H3ClO2S2) was used in this study.

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Electric Literature of C4H3ClO2S2

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

The author of 《The synthesis and biological assessment of [[1,2,4]triazolo[4,3-a]pyridine-3-yl]acetamides with an 1,2,4-oxadiazole cycle in positions 6, 7 and 8》 were Karpina, V. R.; Kovalenko, S. S.; Kovalenko, S. M.; Zaremba, O. V.; Silin, O. V.; Langer, T.. And the article was published in Zhurnal Organichnoi ta Farmatsevtichnoi Khimii in 2019. SDS of cas: 6313-54-8 The author mentioned the following in the article:

A novel method was developed for the synthesis of 32 analogs of 2-[(1,2,4-oxadiazol-5-yl)-[1,2,4]triazolo[4,3-a]pyridine-3-yl]acetamides and biol. assessment was conducted. A convenient scheme for the synthesis of the title compounds started from com. available 2-chloropyridine-3-/4-/5-carboxylic acids with amidoximes to form the corresponding 2-chloro-[1,2,4-oxadiazol-5-yl]pyridines then followed by the hydrazinolysis with an excess of hydrazine hydrate. The process continued via the ester formation with the pyridine ring closure, followed by amide formation. A series of new 2-[6/7/8-(1,2,4-oxadiazol-5-yl)[1,2,4]triazolo[4,3-a]pyridine-3-yl]acetamides were obtained in good yields and their structures were proved by the method of 1H NMR spectroscopy. The prognosis and study of their pharmacol. activity were also conducted. The synthetic approach of obtaining the representatives of 2-[(1,2,4-oxadiazol-5-yl)-[1,2,4] triazolo[4,3-a]pyridine-3-yl]acetamides previously unknown can be used as an applicable method for the synthesis of diverse functionalized [1,2,4]triazolo[4,3-a]pyridine derivatives2-Chloroisonicotinic acid(cas: 6313-54-8SDS of cas: 6313-54-8) was used in this study.

2-Chloroisonicotinic acid(cas: 6313-54-8) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.SDS of cas: 6313-54-8

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

Iwanowicz, Edwin J.; Watterson, Scott H.; Guo, Junqing; Pitts, William J.; Murali Dhar, T. G.; Shen, Zhongqi; Chen, Ping; Gu, Henry H.; Fleener, Catherine A.; Rouleau, Katherine A.; Cheney, Daniel L.; Townsend, Robert M.; Hollenbaugh, Diane L. published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Inhibitors of inosine monophosphate dehydrogenase: SARs about the N-[3-Methoxy-4-(5-oxazolyl)phenyl] moiety》.Recommanded Product: 39183-20-5 The author mentioned the following in the article:

The first reported structure-activity relationships (SARs) about the N-[3-methoxy-4-(5-oxazolyl)phenyl] moiety for a series of recently disclosed inosine monophosphate dehydrogenase (IMPDH) inhibitors are described. The syntheses and in vitro inhibitory values for IMPDH II, and T-cell proliferation (for select analogs) are given. The results came from multiple reactions, including the reaction of 2-Methyl-5-nitro-6-chlorophenol(cas: 39183-20-5Recommanded Product: 39183-20-5)

2-Methyl-5-nitro-6-chlorophenol(cas: 39183-20-5) 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.Recommanded Product: 39183-20-5

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

In 2022,International Journal of Molecular Sciences included an article by Pla-Lopez, Alberto; Castillo, Raquel; Cejudo-Marin, Rocio; Garcia-Pedrero, Olaya; Bakir-Laso, Mariam; Falomir, Eva; Carda, Miguel. Safety of 3-Chlorobenzylchloride. The article was titled 《Synthesis and Biological Evaluation of Small Molecules as Potential Anticancer Multitarget Agents》. The information in the text is summarized as follows:

Twenty-six triazole-based derivatives were designed for targeting both PD-L1 (programmed death receptor ligand 1) and VEGFR-2 (vascular endothelial growth factor receptor 2). These compounds were synthesized and biol. evaluated as multitarget inhibitors of VEGFR-2, PD-L1 and c-Myc proteins. The antiproliferative activity of these mols. on several tumor cell lines (HT-29, A-549, and MCF-7) and on the non-tumor cell line HEK-293 was determined The effects on the abovementioned biol. targets were evaluated for some selected compounds Compound I, bearing a p-chlorophenyl group, showed better results than sorafenib in regard to the downregulation of VEGFR-2 and a similar effect to BMS-8 on both PD-L1 and c-Myc proteins. The antiangiogenic and antivascular activities of chloro derivatives were also established by endothelial microtube formation assay on Matrigel. After reading the article, we found that the author used 3-Chlorobenzylchloride(cas: 620-20-2Safety of 3-Chlorobenzylchloride)

3-Chlorobenzylchloride(cas: 620-20-2) has been used in the reaction of 3-methoxybenzyl chloride and ethyl 4-bromobenzoate in pure water, using zinc dust and a Pd catalyst.Safety of 3-Chlorobenzylchloride

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

《Reductive hydrobenzylation of terminal alkynes via photoredox and nickel dual catalysis》 was published in Chemical Communications (Cambridge, United Kingdom) in 2021. These research results belong to Zhao, Xian; Zhu, Shengqing; Qing, Feng-Ling; Chu, Lingling. Quality Control of 3-Chlorobenzylchloride The article mentions the following:

A photoredox/nickel dual catalyzed reductive hydrobenzylation of alkynes and benzyl chlorides by employing alkyl amines as a stoichiometric reductant is described. This synergistic protocol proceeds via Markovnikov-selective migratory insertion of an alkyne into nickel hydride, followed by cross-coupling with benzyl chloride, providing facile access to important 1,1-disubstituted olefins. This reaction enables the generation of nickel hydride by utilizing readily available alkyl amines as the hydrogen source. The mild conditions are compatible with a wide range of aryl and alkyl alkynes as well as chlorides.3-Chlorobenzylchloride(cas: 620-20-2Quality Control of 3-Chlorobenzylchloride) was used in this study.

3-Chlorobenzylchloride(cas: 620-20-2) has been used in the reaction of 3-methoxybenzyl chloride and ethyl 4-bromobenzoate in pure water, using zinc dust and a Pd catalyst.Quality Control of 3-Chlorobenzylchloride

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

SDS of cas: 5781-53-3In 2022 ,《Chiral phosphoric acid-catalyzed enantioselective synthesis of pyrazole-based unnatural α-amino acid derivatives》 appeared in Advanced Synthesis & Catalysis. The author of the article were Woldegiorgis, Alemayehu Gashaw; Han, Zhao; Lin, Xufeng. The article conveys some information:

An enantioselective synthesis of unnatural pyrazole-based α-chiral amino acid derivatives from the asym. reaction of N-aryl-5-aminopyrazoles with β,γ-alkynyl-α-imino esters using a chiral spirocyclic phosphoric acid catalyst was developed. Using the established methodol., various pyrazole-based α-amino acid derivatives with tetrasubstituted carbon stereocenters were obtained in 67-98% yields and with 73-99% enantioselectivities. The NH2 functionality in the corresponding products enables further transformations to a chiral thiourea and a lactam.Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3SDS of cas: 5781-53-3) was used in this study.

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.SDS of cas: 5781-53-3

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

《Iridium-catalyzed C-H amidation of s-tetrazines》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Xiong, Huan; Gu, Yuang; Zhang, Shuning; Lu, Fengping; Ji, Qun; Liu, Lili; Ma, Peixiang; Yang, Guang; Hou, Wei; Xu, Hongtao. Quality Control of Thiophene-2-sulfonyl chloride The article mentions the following:

An efficient, selective and scalable C-H amidation of s-tetrazines under iridium(III) catalysis was reported to affor amido-aryl tetrazines such as I [R1 = H, 3-Br, 4-CF3, etc.; R2 = NHSO2n-Bu, NHSO2Ph, NHTs, etc.; R3 = H, NHSO2Ph, NHTs, etc.]. This reaction featured a broad substrate scope, high functional group tolerance and air and water tolerance. This reaction also showed great potential for the rapid preparation of tri- and tetra-functional building blocks, which could be applied either in bioconjugation or synthesis of DNA-encoded library. In the experimental materials used by the author, we found Thiophene-2-sulfonyl chloride(cas: 16629-19-9Quality Control of Thiophene-2-sulfonyl chloride)

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Quality Control of Thiophene-2-sulfonyl chloride

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

《Synthesis of chiral α-substituted α-amino acid and amine derivatives through Ni-catalyzed asymmetric hydrogenation》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Liu, Gongyi; Zhang, Xianghe; Wang, Heng; Cong, Hengjiang; Zhang, Xumu; Dong, Xiu-Qin. Formula: C3H3ClO3 The article mentions the following:

Highly efficient Ni-catalyzed asym. hydrogenation of cyclic N-sulfonyl ketimino esters was, for the first time, successfully developed, providing various chiral α-monosubstituted α-amino acid derivatives with excellent results (97-99% yields, 90 to >99% ee). Cyclic N-sulfonyl ketimines were also hydrogenated well to afford chiral amine derivatives with 98-99% yields and 97 to >99% ee. The gram-scale asym. hydrogenation was performed well with 85% yield and 99% ee using only 0.2 mol% catalyst. In the experimental materials used by the author, we found Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Formula: C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Formula: C3H3ClO3

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