Tag: 100-200

Palladium(II)-Catalyzed Oxidative C-H/C-H Cross-Coupling between Two Structurally Similar Azoles was written by Dong, Jiaxing;Huang, Yumin;Qin, Xurong;Cheng, Yangyang;Hao, Jing;Wan, Danyang;Li, Wei;Liu, Xingyan;You, Jingsong. And the article was included in Chemistry – A European Journal in 2012.Reference of 3034-41-1 This article mentions the following:

A widely functional-group tolerant, selective and rapid oxidative cross-coupling between two structurally similar azoles has been carried out by using a palladium/copper co-catalytic twofold C-H activation method. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Reference of 3034-41-1).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Reference of 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Thermally-Stable Imidazolium Dicationic Ionic Liquids with Pyridine Functional Groups was written by Clarke, Coby J.;Bui-Le, Liem;Hallett, Jason P.;Licence, Peter. And the article was included in ACS Sustainable Chemistry & Engineering in 2020.HPLC of Formula: 21252-69-7 This article mentions the following:

Thermally-stable ionic liquids (ILs) have limited structural possibilities and lack coordinating anions or functional groups. Thermal stability effectively incurs a tunability penalty, limiting ionic liquid function to render them as simple heat-stable fluids. In this work, a series of new thermally-stable dicationic ionic liquids with pyridine functional groups, abbreviated [(C₈ImC₁)₂Py][A]₂, are presented and compared to nonfunctional geminal dicationic ILs. All ILs have been thermally characterized to understand their elevated temperature stabilities and the processes that lead to their decomposition Importantly, functional [(C₈ImC₁)₂Py][A]₂ with noncoordinating anions (i.e., [NTf₂]^–) have thermal stabilities comparable to those of geminal dicationic ILs, with the added advantage of a functional pyridine moiety. Dissolution of Zn[NTf₂]₂ in [(C₈ImC₁)₂Py][NTf₂]₂ is demonstrated, and the resulting solutions are characterized to show their liquid properties, high thermal stabilities, and the coordination of the metal center to the functional group. This is the first example of a thermally-stable functional IL with the potential to reclaim the tunable, task-specific nature of ILs at elevated temperatures Importantly, these properties open new avenues for high-temperature applications of IL by extending their operational ranges; catalysis, metal remediation, and separation-based applications are potential key areas of improvement. A thermally-stable, functional ionic liquid is described that can extend the operating ranges of task-specific ionic liquids In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7HPLC of Formula: 21252-69-7).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.HPLC of Formula: 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A mild, efficient and one-pot synthesis of 2-substituted benzimidazoles by ZrOCl₂.8H₂O catalyzed ring closure reaction was written by Reddy, Ch Sanjeeva;Nagaraj, A.. And the article was included in Indian Journal of Chemistry in 2008.Name: 7-Methyl-1H-benzo[d]imidazole This article mentions the following:

A mild, efficient and one-pot synthesis of an array of 2-substituted benzimidazoles from an appropriate o-phenylenediamine and orthoesters such as orthoformate, orthoacetate, and orthovalerate using ZrOCl₂.8H₂O, at room temperature and under microwave irradiation was described. Eco-friendly, solvent-free methodol. was employed under microwave condition. Compared with the conventional method, microwave irradiation method has the advantages of excellent yields (81-93%) and shorter reaction time (5-10 min). In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Name: 7-Methyl-1H-benzo[d]imidazole).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Name: 7-Methyl-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2H1C Mimicry: Bioinspired Iron and Zinc Complexes Supported by N,N,O Phenolate Ligands was written by Monkcom, Emily C.;Negenman, Hidde A.;Masferrer-Rius, Eduard;Lutz, Martin;Ye, Shengfa;Bill, Eckhard;Klein Gebbink, Robertus J. M.. And the article was included in European Journal of Inorganic Chemistry in 2022.Quality Control of 1-Methylbenzimidazole This article mentions the following:

In pursuit of mimicking the ubiquitous 2H1C motif in mononuclear nonheme Fe enzymes, two new bioinspired N,N,O phenolate ligands, BenzImNNO and Im^Ph2NNO, were synthesized and their coordination chem. with Zn(II) and Fe(II) is explored. BenzImNNO coordinates by an anionic κ₃-N,N,O donor set and readily forms homoleptic bis-ligated complexes, also in the presence of equimolar amounts of metal salt. In contrast, the increased steric bulk of Im^Ph2NNO promotes the formation of dinuclear complexes, [M₂(Im^Ph2NNO)₂(OTf)₂] (M = Fe, Zn), with facially opposing metal sites, as a result of its unique bridging μ₂:κ₂-N,N:κ₁-O coordination mode. The authors study the robustness of the ligand’s dinucleating coordination mode during oxidative transformations and demonstrate that its coordination mode is retained upon triflate substitution for a biorelevant thiophenolate co-ligand. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Quality Control of 1-Methylbenzimidazole).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Quality Control of 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

InCl₃-ionic liquid catalytic system for efficient and selective conversion of cellulose into 5-hydroxymethylfurfural was written by Li, Hu;Zhang, Qiuyun;Liu, Xiaofang;Chang, Fei;Hu, Deyu;Zhang, Yuping;Xue, Wei;Yang, Song. And the article was included in RSC Advances in 2013.Application of 79917-89-8 This article mentions the following:

In recent decades, 5-Hydroxymethylfurfural (HMF) has been considered as a green platform mol. with a wide range of applications in manufacturing fine chems. and biofuels. As the most abundant organic material on earth, cellulose has received increasing attention as a potential material for the production of biofuels and bio-based chems. Efficient methods for transforming cellulose into HMF need to be developed to achieve the successful commercialization of HMF in the near future. A new process for the efficient and selective conversion of microcrystalline cellulose (MCC) to HMF was developed by using an InCl₃-ionic liquid catalytic system. The effect of reaction conditions, such as reaction time, temperature, catalyst dosage, and various acidic ionic liquids were investigated in detail. The results showed that 45.3% HMF yield and 84.6% MCC conversion were obtained with the presence of 1-methyl-3-(3-sulfopropyl)-imidazolium hydrogen sulfate ([C₃SO₃Hmim][HSO₄]) and dimethylsulfoxide (DMSO) by adding a catalytic amount of InCl₃ under atm. pressure within 5 h at 160°. Recycling of the [C₃SO₃Hmim][HSO₄] and InCl₃ catalyst exhibited an almost constant activity during five successive trials. A mechanism was proposed to explain the high activity of InCl₃ in [C₃SO₃Hmim][HSO₄]. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Application of 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Application of 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Interesting phase behaviors and ion-conducting properties of dicationic N-alkylimidazolium tetrafluoroborate salts was written by Chae, Hyunho;Lee, Yong-Hoon;Yang, Minyong;Yoon, Won-Jin;Yoon, Dong Ki;Jeong, Kwang-Un;Song, Yeon Hwa;Choi, U. Hyek;Lee, Minjae. And the article was included in RSC Advances in 2019.COA of Formula: C11H20N2 This article mentions the following:

A series of dicationic imidazolium bis(tetrafluoroborate) salts I (R = Bu, n-hexyl, n-octyl, etc.) was newly synthesized, and their phase transition behaviors were correlated with thermal, scattering, optical and conductivity results. The bis-imidazolium salts I having side-chain lengths of C₆-C₁₀ showed plastic crystal mesophases, while a liquid crystal mesophase was formed in the bis-imidazolium salts with long side-chains (C₁₁ and C₁₂). Soft plastic and liquid crystalline phases were also confirmed by wide-angle X-ray diffraction. For the bis-imidazolium salts I exhibiting a plastic crystal mesophase, the ionic conductivity suddenly increased at the melting temperature However, the bis-imidazolium salts with long side-chains I showed a slope increase during the liquid crystal-liquid crystal transition. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7COA of Formula: C11H20N2).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.COA of Formula: C11H20N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Iridium-Catalyzed Direct Amidation of Imidazoles at the C-2 Position with Isocyanates in the Presence of Hydrosilanes Leading to Imidazole-2-Carboxamides was written by Fukumoto, Yoshiya;Shiratani, Motohiro;Noguchi, Hikaru;Chatani, Naoto. And the article was included in Synthesis in 2021.Application In Synthesis of 1-Methylbenzimidazole This article mentions the following:

Regioselective synthesis of imidazole-2-carboxamides such as I [R = Me, CH₂OMe, Ph, Bn; R¹ = n-hexyl, cyclohexyl, Ph, 1-adamantyl, Bn; R² = 5-tBu, 5-Ph, 5,6-diMe, etc.] via iridium-catalyzed amidation of imidazoles with isocyanates in the presence of a stoichiometric amount of hydrosilanes was reported. Imidazoles bearing an (O-silyl)carboximidate group at the 2-position appear to be initially formed in the reaction, these were then hydrolyzed to the final products in situ. The addition of the hydrosilane was essential for the catalytic reaction to proceed. Substituents on the imidazole ring had no effect on the reaction, except for certain bulky substituents such as tBu and Ph groups at the 4-position. Triazoles such as 4-methyl-4 H-1,2,4-triazole and 1-methyl-1 H-1,2,4-triazole were also applicable to this C-H amidation and the latter reaction proceeded regioselectively at the carbon atom between the sp3and sp2 nitrogen atoms of the ring, and not between the two sp 2nitrogen atoms. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Application In Synthesis of 1-Methylbenzimidazole).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Application In Synthesis of 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Effects of Cationic Structure on Cellulose Dissolution in Ionic Liquids: A Molecular Dynamics Study was written by Zhao, Yuling;Liu, Xiaomin;Wang, Jianji;Zhang, Suojiang. And the article was included in ChemPhysChem in 2012.Application In Synthesis of 1-Methyl-3-propylimidazolium Chloride This article mentions the following:

In recent years, great progress has been made in the dissolution of cellulose with ionic liquids (ILs). However, the mechanism of cellulose dissolution, especially the role the IL cation played in the dissolution process, has not been clearly understood. Herein, the mixtures of cellulose with a series of imidazolium-based chloride ionic liquids and 1-butyl-3-Me pyridinium chloride ([C₄mpy]Cl) were simulated to study the effect that varying the heterocyclic structure and alkyl chain length of the IL cation has on the dissolution of cellulose. It was shown that the dissolution of cellulose in [C₄mpy]Cl is better than that in [C₄mim]Cl. For imidazolium-based ILs, the shorter the alkyl chain is, the higher the solubility will be. In addition, an all-atom force field for 1-allyl-3-Me imidazolium cation ([Amim]⁺) was developed, for the first time, to investigate the effect the electron-withdrawing group within the alkyl chain of the IL cation has on the dissolution of cellulose. It was found that the interaction energy between [Amim]⁺ and cellulose was greater than that between [C₃mim]⁺ and cellulose, indicating that the presence of electron-withdrawing group in alkyl chain of the cation enhanced the interaction between the cation and cellulose due to the increase of electronegativity of the cations. These findings are used to assess the cationic effect on the dissolution of cellulose in ILs. They are also expected to be important for rational design of novel ILs for efficient dissolution of cellulose. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Application In Synthesis of 1-Methyl-3-propylimidazolium Chloride).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Application In Synthesis of 1-Methyl-3-propylimidazolium Chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Nucleophilic and Radical Heptafluoroisopropoxylation with Redox-Active Reagents was written by Tong, Chao-Lai;Xu, Xiu-Hua;Qing, Feng-Ling. And the article was included in Angewandte Chemie, International Edition in 2021.Application of 109012-23-9 This article mentions the following:

The practical and efficient heptafluoroisopropoxylation reactions through the invention of a series of redox-active N-OCF(CF₃)₂ reagents e.g., I were described. These reagents were readily prepared from the oxidative heptafluoroisopropylation of hydroxylamines e.g., II with AgCF(CF₃)₂. The substitutions on the nitrogen atom significantly affected the properties and reactivities of N-OCF(CF₃)₂ reagents. Accordingly, two types of N-OCF(CF₃)₂ reagents including I and III were used as OCF(CF₃)₂ anion and radical precursors, resp. This protocol enables the direct heptafluoroisopropoxylation of a range of substrates, delivering the corresponding products in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Application of 109012-23-9).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Application of 109012-23-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis of benzimidazoles from o-phenylenediamines and DMF derivatives in the presence of PhSiH₃ was written by Zhu, Jianhua;Zhang, Zhenbei;Miao, Chengxia;Liu, Wei;Sun, Wei. And the article was included in Tetrahedron in 2017.Application In Synthesis of 7-Methyl-1H-benzo[d]imidazole This article mentions the following:

A simple approach to preparation of benzimidazoles from o-phenylenediamines and DMF derivatives, only employing PhSiH₃ as promoter without any other additives, was reported. This route provided moderate to high yields with a broad substrate scope. A plausible mechanism for the reaction is proposed based on the spectroscopic characterization (e.g., HRMS and ¹H NMR) of the reaction mixture In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Application In Synthesis of 7-Methyl-1H-benzo[d]imidazole).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Application In Synthesis of 7-Methyl-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem