Tag: 100-200

Palladium(II)-Catalyzed meta-C-H Olefination: Constructing Multisubstituted Arenes through Homo-Diolefination and Sequential Hetero-Diolefination was written by Bera, Milan;Maji, Arun;Sahoo, Santosh K.;Maiti, Debabrata. And the article was included in Angewandte Chemie, International Edition in 2015.COA of Formula: C7H5ClF2 This article mentions the following:

The palladium-catalyzed synthesis of divinylbenzenes, e.g., I, by meta-C-H olefination of sulfonate-based arenes was reported. Successful sequential olefinations in a position-selective manner provided a novel route for the synthesis of hetero-dialkenylated products, which are difficult to access using conventional methods. Addnl., 1,3,5-trialkenylated compounds can be generated upon successful removal of the directing group. In the experiment, the researchers used many compounds, for example, 2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4COA of Formula: C7H5ClF2).

2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. Organochlorine compounds are lipophylic, meaning they are more soluble in fat than in water. This gives them a high tenancy to accumulate in the food chain (biomagnification).COA of Formula: C7H5ClF2

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

Base-Mediated One-pot Synthesis of Oxygen-Based Heterocycles from 2-Hydroxyphenyl-Substituted para-Quinone Methides was written by Singh, Gurdeep;Kumar, Suresh;Chowdhury, Arjun;Vijaya Anand, Ramasamy. And the article was included in Journal of Organic Chemistry in 2019.Reference of 6834-42-0 This article mentions the following:

One-pot synthesis of oxygen-containing heterocycles has been achieved through alkylation/acylation of 2-hydroxyphenyl-substituted para-quinone methides followed by an intramol. 1,6-conjugate addition/cyclization and oxidation sequence. This protocol provides access to a wide range of oxygen-based heterocycles, such as 2,3-disubstituted benzo[b]furans, 2,3-dihydrobenzofurans and diaryl-substituted coumarin derivatives in moderate to good yields. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Reference of 6834-42-0).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.Reference of 6834-42-0

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

Design, synthesis and biological evaluation of novel pyrrolidone-based derivatives as potent p53-MDM2 inhibitors was written by Si, Dongjuan;Luo, Huijuan;Zhang, Xiaomeng;Yang, Kundi;Wen, Hongmei;Li, Wei;Liu, Jian. And the article was included in Bioorganic Chemistry in 2021.Application In Synthesis of 2,5-Difluorophenylacetyl chloride This article mentions the following:

Inhibition of the interactions of the tumor suppressor protein p53 with its neg. regulators MDM2 in vitro and in vivo, representing a valuable therapeutic strategy for cancer treatment. The natural product chalcone exhibited moderate inhibitory activity against MDM2, thus based on the binding mode between chalcone and MDM2, a hit unsaturated pyrrolidone scaffold was obtained through virtual screening. Several unsaturated pyrrolidone derivatives were synthesized and biol. evaluated. As a result, because the three critical hydrophobic pockets of MDM2 were occupied by the substituted-Ph linked at the pyrrolidone fragment, compound I demonstrated good binding affinity with the MDM2. Addnl., compound I also showed excellent antitumor activity and selectivity, and no cytotoxicity against normal cells in vitro. The further antitumor mechanism studies were indicated that compound I could successfully induce the activation of p53 and corresponding downstream p21 proteins, thus successfully causing HCT116 cell cycle arrest in the G1/M phase and apoptosis. Thus, the novel unsaturated pyrrolidone p53-MDM2 inhibitors could be developed as novel antitumor agents. In the experiment, the researchers used many compounds, for example, 2,5-Difluorophenylacetyl chloride (cas: 157033-23-3Application In Synthesis of 2,5-Difluorophenylacetyl chloride).

2,5-Difluorophenylacetyl chloride (cas: 157033-23-3) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Application In Synthesis of 2,5-Difluorophenylacetyl chloride

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

Metal-free directed C-H borylation of 2-(N-methylanilino)-5-fluoropyridines and 2-benzyl-5-fluoropyridines was written by Wu, Gaorong;Xu, Xiaobo;Wang, Shuai;Chen, Lu;Pang, Binghan;Ma, Tao;Ji, Yafei. And the article was included in Chinese Chemical Letters in 2022.Reference of 620-19-9 This article mentions the following:

A novel method for metal-free C-H pyridine-directed borylation of 2-(N-methylanilino)-5-fluoropyridines and 2-benzyl-5-fluoropyridines with BBr₃ has been reported, affording complexes R¹C₆H₃(Bpin)-2-XR²-5-FC₅H₄N-2 (X = N, CH; R¹ = H, alkyl, halo; R² = H, Me). The 5-fluoropyridine directed borylation reaction exhibited high efficiency and site exclusivity. The useful protocol could be executed on a gram-scale easily and the borylated products showed good derivatization applications. Moreover, the practicality of the strategy was expanded by the fact that the directing group could be removed in an acceptable yield. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9Reference of 620-19-9).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) belongs to organic chlorides. An organic chloride is an organic compound containing at least one covalently bonded atom of chlorine. Their wide structural variety and divergent chemical properties lead to a broad range of names and applications.While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available. Alkyl chlorides readily undergo attack by nucleophiles.Reference of 620-19-9

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

First Discovery of Novel Pyrido[1,2-a]pyrimidinone Mesoionic Compounds as Antibacterial Agents was written by Liu, Dengyue;Zhang, Jian;Zhao, Lei;He, Wengjing;Liu, Zhengjun;Gan, Xiuhai;Song, Baoan. And the article was included in Journal of Agricultural and Food Chemistry in 2019.Safety of 1-(Chloromethyl)-3-methylbenzene This article mentions the following:

Plant bacterial diseases cause tremendous decreases in crop yield and quality, and there is a lack of highly effective and low-risk antibacterial agents. A series of novel pyrido[1,2-a]pyrimidinone mesoionic compounds containing vanillin moieties were synthesized, and the application of these mesoionic compounds as plant antibacterial agents was reported here for the first time. The bioassay results revealed that the mesoionic compounds had good antibacterial activity. Of these compounds, compound (I) showed excellent in vitro activity against Xanthomonas oryzae pv. oryzae, with an EC₅₀ value of 1.1μg/mL, which was substantially better than that of bismerthiazol (92.7μg/mL) and thiodiazole copper (105.4μg/mL). Moreover, greenhouse condition trials indicated that the protective and curative activities of compound I against rice bacterial leaf blight were 75.12% and 72.04%, resp., which were better than those of bismerthiazol (62.24% and 50.83%, resp.) and thiodiazole copper (53.35% and 65.04%, resp.). These results provide a basis for the application of mesoionic vanillin moieties as new antibacterial agents. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9Safety of 1-(Chloromethyl)-3-methylbenzene).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. Organochlorine compounds are lipophylic, meaning they are more soluble in fat than in water. This gives them a high tenancy to accumulate in the food chain (biomagnification).Safety of 1-(Chloromethyl)-3-methylbenzene

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

Selective N-Monomethylation of Amines and Nitroarenes using Methanol over an Encapsulated Iridium Nanocatalyst was written by Fu, Aixiao;Liu, Qiang;Jiang, Mingxiang;Xu, Guoqiang. And the article was included in Asian Journal of Organic Chemistry in 2019.COA of Formula: C8H10ClN This article mentions the following:

A highly selective N-monomethylation of aniline and nitrobenzene using methanol as methylating reagent was achieved with high efficiency when using an encapsulated iridium nanocatalyst. A wide range of amines and nitro compounds reacted well in the established catalytic system with moderate to excellent product yields and good functional group tolerance. The transfer hydrogenation and successive cyclization coupling reaction of ortho-phenylenediamine with methanol to afford benzimidazole and N-methylbenzimidazole was also efficiently realized under moderate reaction conditions. Recycling experiments showed that the iridium nanocatalyst had a good stability without obvious activity loss. In the experiment, the researchers used many compounds, for example, 2-Chloro-N,N-dimethylaniline (cas: 698-01-1COA of Formula: C8H10ClN).

2-Chloro-N,N-dimethylaniline (cas: 698-01-1) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. 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.COA of Formula: C8H10ClN

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

Metalation and halogen-metal interconversion reactions of some halogenated phenyl ethers was written by Langham, Wright;Brewster, R. Q.;Gilman, Henry. And the article was included in Journal of the American Chemical Society in 1941.Electric Literature of C8H7ClO3 This article mentions the following:

The reactions of certain halogen derivatives of Ph₂O with MeLi, BuLi and PhLi have been studied. When the halogen is I or Br, halogen-metal interconversion is found to be the predominant reaction. IC₆H₄OPh undergo interconversion more readily than the Br derivatives and the Cl derivatives are essentially not affected. During long periods of reaction or upon refluxing in ether, p-Br and p-Cl derivatives are metalated by MeLi, BuLi and PhLi; under the same conditions the p-I derivative is metalated in reactions with BuLi and PhLi. In general 0.01 mol of the ether was reacted with 0.02 mol of the Li derivative at 26° for 0.25 h. 2-IC₆H₄OPh with BuLi gives 79%, PhLi 56% (79% at 18-20° for 24 h.), MeLi (0.1 mol) 14% of 2-PhOC₆H₄CO₂H after carbonation of the reaction product. 3-IC₆H₄OPh with BuLi gives 75% or with 0.1 mol PhLi 37% of 3-PhOC₆H₄CO₂H. 4-IC₆H₄OPh (I) with BuLi gives 93% or 0.1 mol of PhLi gives 33% of 4-PhOC₆H₄CO₂H; 0.02 mol I and 0.1 mol of BuLi at 20-2° for 26 h. or 0.02 mol I and 0.02 mol of PhLi at 34° for 15 h. give 30 or 32% of 2,5-(PhO)-IC₆H₃CO₂H. 4-IC₆H₄OC₆H₄OMe-4 with 0.2 mol BuLi or 0.01 mol of PhLi gives 61 or 47% of 4-(4′-MeOC₆H₄O)-C₆H₄CO₂H. 2-BrC₆H₄OPh and BuLi give 65% of 2-PhOC₆H₄CO₂H. 4-BrC₆H₄OPh with 0.01 mol of BuLi for 0.033 h. or 0.02 mol of PrLi at 26° for 0.083 h. gives 36 or 80% of 4-PhOC₆H₄CO₂H; 0.1 mol of PhLi gives 7% of 2,5-(PhO)BrC₆H₃CO₂H; 0.15 mol ether and 0.8 mol PhLi at 20° for 24 h. or 0.01 mol of ether and 0.01 mol of MeLi for 24 h. at 20° give 35 and 14% of 2,5-(PhO)-BrC₆H₃CO₂H. 3,4-Br(MeO)C₆H₃OPh gives with BuLi 66% of 2,5-MeO(PhO)C₆H₃CO₂H. 2-ClC₆H₄OPh does not react with MeLi at 20° after 24 h. 2,5-(PhO)ClC₆H₃CO₂H results in 16, 23, 36 and 14% yields from 0.005, 0.015, 0.02 or 0.01 mol of 4-ClC₆H₄OPh with 0.008 mol BuLi at 26° in 0.25 h., 0.02 mol BuLi at 34° in 10 h., 0.01 mol of PhLi at 20° in 26 h. or 0.01 mol of MeLi at 20° in 24 h. Many comments are given on the individual experiments p-FC₆H₄OMe (0.03 mol) and 0.05 mol MeLi (all experiments at 34° for 14 h.) give 17.7% of 2,5-(MeO)FC₆H₃CO₂H and 38.5% unreacted F compound p-ClC₆H₄OMe (0.03 mol) gives 21.6% of 2,5-(MeO)ClC₆H₃CO₂H and 57% unreacted Cl derivative p-BrC₆H₄OMe (0.02 mol) and 0.03 mol MeLi give 21.7% of 2,5-(MeO)BrC₆H₃CO₂H; in another experiment there resulted 16% of acid and 50% of unreacted Br compound p-IC₆H₄OMe (0.03 mol) and 0.05 mol of MeLi give 13.1% of 4-MeOC₆H₄CO₂H and 48.6% of p-MeC₆H₄OMe; in a 2nd experiment the yields were 5 and 52%, resp. o-ClC₆H₄OMe does not react with MeLi. o-BrC₆H₄OMe gives 16.6% of 2-MeOC₆H₄CO₂H and 43.5% of o-MeC₆H₄OMe. o-IC₆H₄OMe (0.013 mol) and 0.03 mol of MeLi give 12.5% of 2-MeOC₆H₄CO₂H and 75% of o-MeC₆H₄OMe. m-BrC₆H₄OMe (0.02 mol) and 0.03 mol of MeLi give 0.7 g. of an acidic gum, 13% of m-MeC₆H₄OMe and 0.43 g. of a product b₉ 79-81°. In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Electric Literature of C8H7ClO3).

5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Electric Literature of C8H7ClO3

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

Aerobic Oxidation of Thiols and In Situ Generated Thiols to Symmetrical Disulfides (Disulfanes) Catalyzed by Na₂S₄O₆ was written by Abbasi, Mohammad;Nowrouzi, Najmeh;Mousavi, Saadat. And the article was included in ChemistrySelect in 2019.Recommanded Product: 1-(Chloromethyl)-3-methylbenzene This article mentions the following:

A simple and efficient procedure for aerobic oxidation of thiols RSH (R = cyclopentyl, Bu, (4-methylphenyl)methyl, etc.) into sym. disulfides RSSR using Na₂S₄O₆ as catalyst in situ generated by reacting Na₂S₂O₃ with I₂ in poly ethylene glycol (PEG-200) has been introduced. Using this catalyst system, a convenient protocol for one-pot achievement of sym. disulfides R¹SSR¹ (R¹ = cyclohexyl, (2-methylphenyl)methyl, prop-2-en-1-yl, etc.) via aerobic oxidation of thiols R¹S in situ generated by reacting alkyl halides R¹X (X = I, Cl, Br) with thiourea is introduced. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9Recommanded Product: 1-(Chloromethyl)-3-methylbenzene).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.Recommanded Product: 1-(Chloromethyl)-3-methylbenzene

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

Quantifying and fine adjusting the solid-state fluorescence wavelength of 1-thienyl-2-arylethylene was written by Cao, Chaotun;Cao, Chenzhong;Qu, Junyan. And the article was included in Journal of Luminescence in 2021.Electric Literature of C8H9Cl This article mentions the following:

Thirty two 1-thienyl-2-arylethylene derivatives (XAEY) were synthesized and their solid-state fluorescence emission wavelengths Em (nm) were determined The effects of substituents X and Y on the fluorescence wavelengths were analyzed in detail. The quant. correlation anal. for the Em was carried out by employing the ground-state polarity parameters and excited-state parameters of the substituents X and Y. A quant. equation was obtained and its reliability was verified by the leave-one-out (LOO) method. The obtained results show: (1) For the compounds XAEY, when the group Y on the aryl group is fixed, the Em order is 2′-methyl-2-thienyl-AEY > 3-thienyl-AEY > 2-thienyl-AEY; when thienyl (X) is fixed, the Em of XAEY with electron-withdrawing group Y is longer than that of XAEY with electron-donating group Y; (2) The Em of XAEY can be finely adjusted by changing groups X and Y. That is, one can obtain a series of compounds with continuous fluorescence emission wavelength in range of 450-600 nm via selecting different groups X or Y. (3) The 2′-Me has an addnl. red shift effect on the Em of 2′- methyl-2-thienyl-AEY. The results of this paper can provide an important reference for studying theor. solid-state fluorescence emission spectra of organic compounds and designing corresponding fluorescent material mols. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9Electric Literature of C8H9Cl).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. 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.Electric Literature of C8H9Cl

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

Discovery of the thieno[2,3-d]pyrimidine-2,4-dione derivative: A potent and orally bioavailable gonadotropin-releasing hormone receptor antagonist was written by Zou, Fangxia;Wang, Yao;Yu, Dawei;Liu, Chunjiao;Lu, Jing;Zhao, Min;Ma, Mingxu;Wang, Wenyan;Jiang, Wanglin;Gao, Yonglin;Zhang, Rui;Zhang, Jianzhao;Ye, Liang;Tian, Jingwei. And the article was included in European Journal of Medicinal Chemistry in 2022.Recommanded Product: 697-73-4 This article mentions the following:

Here, rationally designed and synthesized a series of derivatives (I [R¹ = 2-(2,6-difluorophenyl)ethyl, 2-[2-fluoro-6-(trifluoromethyl)phenyl]ethyl, 2-(3,5-difluoropyridin-4-yl)ethyl; R² = (2-fluoro-3-methoxyphenyl)methyl, [4-(2,2,2-trifluoroethoxy)phenyl]methyl, [3-(difluoromethoxy)-2-fluorophenyl]methyl, etc] and II [R³ = methoxymethyl, cyclobutoxymethyl, (cyclopropylmethoxy)methyl; R⁴ = 2-(dimethylamino)ethyl, 2-{methyl[2-(trifluoromethoxy)ethyl]amino}ethyl, 2-[(3S)-3-methoxypyrrolidin-1-yl]ethyl, etc]) through the modification and structure-activity relationship study of relugolix, which led to the discovery of II [R³ = methoxymethyl, R⁴ = 2-{methyl[2-(trifluoromethoxy)ethyl]amino}ethyl] as a highly potent GnRH-R antagonist (IC₅₀ = 2.18 nM) with improved membrane permeability (Papp, A-B = 0.98 x 10^-6 cm/s) and oral bioavailability (F % = 44.7). CompoundII [R³ = methoxymethyl, R⁴ = 2-{methyl[2-(trifluoromethoxy)ethyl]amino}ethyl] showed high binding affinity (IC₅₀ = 0.57 nM) and potent in vitro antagonistic activity (IC₅₀ = 2.18 nM) at GnRH-R. II [R³ = methoxymethyl, R⁴ = 2-{methyl[2-(trifluoromethoxy)ethyl]amino}ethyl] was well tolerated and efficacious in preclin. studies to suppress blood testosterone levels, which merits further investigation as a candidate novel GnRH-R antagonist for clin. studies. In the experiment, the researchers used many compounds, for example, 2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4Recommanded Product: 697-73-4).

2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Recommanded Product: 697-73-4

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