Tag: 200-300

Application In Synthesis of Sodium 2,6-dichlorobenzoateOn May 31, 1986, Menkisoglou-Spyroudi, Ourania; Varvoglis, Anastasios published an article in Journal of the Chemical Society. The article was 《[Bis[(aryloxy)acetoxy]iodo]benzenes》. The article mentions the following:

The title compounds were prepared and their chem. properties studied. With iodine they gave ROCH2CO2CH2OR (I, R = aryl) via (aryloxy)acetyl hypoiodites and α-iodoanisoles. The former were unstable but were trapped with pyridine to give N-iodopyridinium (aryloxy)acetates, whereas the latter were stable and reacted independently with the title compounds to give I. The thermolysis of the title compounds was studied and, besides I, aryl (aryloxy)acetates were formed. The mechanism of the thermolysis was briefly discussed. Thus, 4-BrC6H4OCH2CO2Na in MeCN treated with (CF3CO2)2IPh gave 95% (4-BrC6H4OCH2CO2)2IPh (II). Treatment of II with iodine gave 37% 4-BrC6H4OCH2CO2CH2OC6H4Br-4 (III). Heating II at 200° for 30 min, gave 65% 4-BrC6H4OCH2CO2C6H4Br-4 and 49% III. The experimental part of the paper was very detailed, including the reaction process of Sodium 2,6-dichlorobenzoate(cas: 10007-84-8Application In Synthesis of Sodium 2,6-dichlorobenzoate)

Sodium 2,6-dichlorobenzoate(cas: 10007-84-8) 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 In Synthesis of Sodium 2,6-dichlorobenzoate

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

《Pd(OH)2/C, a Practical and Efficient Catalyst for the Carboxylation of Benzylic Bromides with Carbon Monoxide》 was published in Organic Process Research & Development in 2020. These research results belong to Wakuluk-Machado, Anne-Marie; Dewez, Damien F.; Baguia, Hajar; Imbratta, Miguel; Echeverria, Pierre-Georges; Evano, Gwilherm. Electric Literature of C7H6BrCl The article mentions the following:

A simple, efficient, cheap, and broadly applicable system for the carboxylation of benzylic bromides with carbon monoxide and water is reported. Upon simple reaction with only 2.5 wt % of Pearlman’s catalyst and 10 mol % of tetrabutylammonium bromide in THF at 110°C for 4 h, a range of benzylic bromides can be smoothly converted to the corresponding arylacetic acids in good to excellent yields after simple extraction and acid-base wash. The reaction was found to be broadly applicable, scalable, and could be successfully extended to the use of ex situ-generated carbon monoxide and applied to the synthesis of the nonsteroidal anti-inflammatory drug diclofenac. The experimental part of the paper was very detailed, including the reaction process of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Electric Literature of C7H6BrCl)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) may be used to synthesize 1-(4-chlorobenzyl)-2-(pyrrolidin-1-yl-methyl)-1H-benzimidazole dihydrochloride.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

Abdel-Maksoud, Mohammed S.; Mohamed, Ahmed A. B.; Hassan, Rasha M.; Abdelgawad, Mohamed A.; Chilingaryan, Garri; Selim, Samy; Abdel-Bakky, Mohamed S.; Al-Sanea, Mohammad M. published their research in International Journal of Molecular Sciences in 2021. The article was titled 《Design, Synthesis and Anticancer Profile of New 4-(1H-benzo[d]imidazol-1-yl)pyrimidin-2-amine-Linked Sulfonamide Derivatives with V600EBRAF Inhibitory Effect》.Electric Literature of C6H4Cl2O2S The article contains the following contents:

A series of 4-(1H-benzo[d]imidazol-1-yl)pyrimidin-2-amine linked sulfonamide derivatives, I [R = 4-fluorophenyl, 4-methoxyphenyl, 1-naphthyl, etc., n = 1, 2] was designed and synthesized according to the structure of well-established V600EBRAF inhibitors. The terminal sulfonamide moiety was linked to the pyrimidine ring via either ethylamine or propylamine bridge. The designed series I was tested at fixed concentration (1μM) against V600EBRAF, finding that I [R = 4-fluorophenyl, n = 2; R = 4-trifluoromethyl, n = 1, 2] exhibited the strongest inhibitory activity among all target compounds and I [R = 4-trifluoromethyl, n = 2] had the lowest IC50 of 0.49μM. They were further screened on NCI 60 cancer cell lines to reveal that I [R = 4-trifluoromethyl, n = 1] showed the most significant growth inhibition against multiple cancer cell lines. Therefore, cell cycle anal. of I [R = 4-trifluoromethyl, n = 1] was conducted to investigate the effect on cell cycle progression. Finally, virtual docking studies was performed to gain insights for the plausible binding modes of vemurafenib, I [R = 4-fluorophenyl, n = 2; R = 4-trifluoromethyl, n = 1, 2]. In addition to this study using 4-Chlorobenzenesulfonyl chloride, there are many other studies that have used 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Electric Literature of C6H4Cl2O2S) was used in this study.

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.Electric Literature of C6H4Cl2O2S

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

《Rational design of small molecules able to inhibit α-synuclein amyloid aggregation for the treatment of Parkinson′s disease》 was written by Vittorio, Serena; Adornato, Ilenia; Gitto, Rosaria; Pena-Diaz, Samuel; Ventura, Salvador; De Luca, Laura. Category: chlorides-buliding-blocks And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2020. The article conveys some information:

Parkinson′s disease is one of the most common neurodegenerative disorders in elderly age. One of the mechanisms involved in the neurodegeneration appears related to the aggregation of the presynaptic protein alpha synuclein (α-syn) into toxic oligomers and fibrils. To date, no highly effective treatment is currently available; therefore, there is an increasing interest in the search of new therapeutic tools. The modulation of α-syn aggregation represents an emergent and promising disease-modifying strategy for reducing or blocking the neurodegenerative process. Herein, by combining in silico and in vitro screenings we initially identified 3-(cinnamylsulfanyl)-5-(4-pyridinyl)-1,2,4-triazol-4-amine () as α-syn aggregation inhibitor that was then considered a promising hit for the further design of a new series of small mols. Therefore, we rationally designed new hit-derivatives that were synthesized and evaluated by biol. assays. Lastly, the binding mode of the newer inhibitors was predicted by docking studies. In the experiment, the researchers used 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Category: chlorides-buliding-blocks)

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.Category: chlorides-buliding-blocks 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 1972,Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya included an article by Kadentsev, V. I.; Chizhov, O. S.; Yanovskaya, L. A.; Kucherov, V. F.. Recommanded Product: Ethyl 3-(4-chlorophenyl)propanoate. The article was titled 《Oxygen rearrangement of aromatic and unsaturated acid esters. 4. Mass spectra of p- and m-substituted esters of β-phenylpropionic acid and their heterocyclic analogs》. The information in the text is summarized as follows:

The title mass spectra for meta and para isomers of XC6H4(CH2)2CO2Et (X = Me, MeO, Cl, Br, H), as well as analogs, revealed that the nature of X and its position in the ring both affected the fragmentation. The Class I groups did not interfere with the oxygen-rearrangement, with the meta isomers showing somewhat stronger orienting effect than the para isomers; substituents of Class II inhibited this rearrangement almost totally but did cause a similar rearrangement. Thus, the ester with a m-O2N group was converted to I, while the para isomer yielded II. Both were formed through an intermediate 6-atom ring transition state. In the part of experimental materials, we found many familiar compounds, such as Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Recommanded Product: Ethyl 3-(4-chlorophenyl)propanoate)

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) 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.Recommanded Product: Ethyl 3-(4-chlorophenyl)propanoate

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

Moghaddam, Firouz Matloubi; Daneshfar, Maryam; Azaryan, Reza published an article in 2021. The article was titled 《A green and efficient route for P – S – C bond construction using copper ferrite nanoparticles as catalyst: a TD-DFT study》, and you may find the article in Phosphorus, Sulfur and Silicon and the Related Elements.Name: 4-Chlorobenzenesulfonyl chloride The information in the text is summarized as follows:

Magnetic nanoparticles of CuFe2O4 were applied as catalyst system for one-pot thiophosphate synthesis via the reaction of aryl sulfonyl chlorides with H-phosphonates under conventional heating conditions. This is an extremely efficient and green method for thiophosphate synthesis under base- and solvent-free conditions. Various thiophosphates were obtained in good to excellent yields under the optimized reaction conditions in a short time. The catalyst can be easily recycled from the reaction by an external magnetic field and reused for the next run. In this study, TD-DFT B3LYP/6-31 + G(d) calculations are in good accord with the exptl. results. A comparison between exptl. and theor. UV-vis absorption spectra of the thiophosphate has been carried out; and a small hypsochromic shift (only ∼ 2 nm) was displayed at maximum absorption. The aim of this work is to investigate the best method and basis set for thiophosphate compounds; therefore, predictions for these compounds can be performed in theor. studies.4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Name: 4-Chlorobenzenesulfonyl chloride) was used in this study.

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.Name: 4-Chlorobenzenesulfonyl chloride

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

Butt, G.; Topsom, R. D. published an article in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy. The title of the article was 《Transmission of substituent effects through extended systems. III. p-Substituted ethyl trans-cinnamates and phenylpropiolates》.Electric Literature of C11H13ClO2 The author mentioned the following in the article:

IR and 13C chem. shifts were determined for Et p-substituted trans-cinnamates and Et phenylpropiolates. The IR data include intensities for the benzene, ethylene, and CO group vibrations which allow an estimation of resonance effects. The relative importance of the various mechanisms of transmission of substituent effects is discussed and compared with those previously reported for p-substituted trans-cinnamonitriles. The CC is less efficient in transmitting substituent effects than the C:C. In the part of experimental materials, we found many familiar compounds, such as Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Electric Literature of C11H13ClO2)

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties.Electric Literature of C11H13ClO2 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

Computed Properties of C6H4Cl2O2SIn 2019 ,《Design, synthesis, in vitro anticancer evaluation, kinase inhibitory effects, and pharmacokinetic profile of new 1,3,4-triarylpyrazole derivatives possessing terminal sulfonamide moiety》 appeared in Journal of Enzyme Inhibition and Medicinal Chemistry. The author of the article were Abdel-Maksoud, Mohammed S.; El-Gamal, Mohammed I.; Gamal El-Din, Mahmoud M.; Oh, Chang Hyun. The article conveys some information:

The present work describes the design and synthesis of a novel series of 1,3-diaryl-4-sulfonamidoarylpyrazole derivatives and their in vitro biol. activities. The target compounds were evaluated for antiproliferative activity against NCI-60 cell line panel. Compounds , and showed the highest mean inhibition percentages at 10 μM single-dose testing and were selected to be tested at 5-dose mode. The ICs50 of the most potent compounds were determined over the 60 cell lines. Compound exhibited the strongest activity against different cell lines with IC50 0.33 μM against A498 renal cancer cell line. Compound was tested over a panel of 20 kinases to determine its mol. target(s), and its IC50 values over the most sensitive kinases were defined. In vitro stability and in vivo pharmacokinetic profile of compound was also investigated. In the part of experimental materials, we found many familiar compounds, such as 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Computed Properties of C6H4Cl2O2S)

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.Computed Properties of C6H4Cl2O2S 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

The author of 《Selective hydrogenation of α,β-unsaturated carbonyl compounds on silica-supported copper nanoparticles》 were Mendes-Burak, Jorge; Ghaffari, Behnaz; Coperet, Christophe. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2019. Safety of Ethyl 3-(4-chlorophenyl)propanoate The author mentioned the following in the article:

Silica-supported copper nanoparticles prepared via surface organometallic chem. are highly efficient for the selective hydrogenation of various α,β-unsaturated carbonyl compounds yielding the corresponding saturated esters, ketones, and aldehydes in the absence of additives. High conversions and selectivities (>99%) are obtained for most substrates upon hydrogenation at 100-150 °C and under 25 bar of H2. In the experiment, the researchers used many compounds, for example, Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Safety of Ethyl 3-(4-chlorophenyl)propanoate)

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties.Safety of Ethyl 3-(4-chlorophenyl)propanoate 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

《Crystal structure and anti-inflammatory activity of (3E,5E)-1-((4-chlorophenyl)sulfonyl)-3-(pyridin-4-ylmethylene)-5-(2-(trifluoromethyl)benzylidene)piperidin-4-one, C25H18ClF3N2O3S》 was published in Zeitschrift fuer Kristallographie – New Crystal Structures in 2020. These research results belong to Zhou, Yan-Qiu; Hou, Gui-Ge; Meng, Qing-Guo; Hou, Yun. Safety of 4-Chlorobenzenesulfonyl chloride The article mentions the following:

C25H18ClF3N2O3S, monoclinic, P21/n (number 14), a = 9.9087(5) Å, b = 21.7843(10) Å, c = 10.2512(6) Å, β = 94.749(5)°, V = 2205.2(2) Å3, Z = 4, Rgt(F) = 0.0448, wRref(F2) = 0.1028, T = 100 K. CCDC number: 1868651. 2-(Trifluoromethy)benzaldehyde (1.74 g, 10.0 mmol), 4-pyridinecarboxaldehyde (1.07 g, 10.0 mmol) and 4-piperidone hydrate hydrochloride (1.35 g, 10.0 mmol) were dissolved in dilute acetic acid (25 mL). This mixture was passed through by dry HCL gas for 30 min. After stirring at room temperature for about 24 h (monitored by thin layer chromatog. (TLC)), the precipitate was collected and washed with cold acetone. The precipitates were added into 100 mL water, and then aqueous Na2CO3 solution was added until the pH value was adjusted to about 7. The precipitates were filtered, subsequently washed by water, and purified on silica gel by column using methanol/petroleum ether/EtOAc (1:10:10, volume/volume/v) as the eluent to afford a yellow intermediate. Next, the intermediate (0.69 g, 2.0 mmol), and 4-chlorobenzenesulfonyl chloride (0.46 g, 2.2 mmol) were dissolved in dichloromethane (50 mL). Two drops of pyridine were added. After stirring for about 6 h at room temperature, the precipitate was collected, washed with water and recrystallized from dichloromethane/methanol (1:1, volume/volume) to get light yellow crystals of the title compound In the experiment, the researchers used 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Safety of 4-Chlorobenzenesulfonyl chloride)

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. Many organochlorine compounds have been isolated from natural sources ranging from bacteria to humans. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Safety of 4-Chlorobenzenesulfonyl chloride

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