Tag: 400-500

An Efficient and Expeditious Synthesis of Di- and Monosubstituted 2-Aminoimidazoles was written by Soh, Chai Hoon;Chui, Wai Keung;Lam, Yulin. And the article was included in Journal of Combinatorial Chemistry in 2008.Product Details of 160072-56-0 The following contents are mentioned in the article:

A microwave-assisted protocol was developed for the construction of di- and monosubstituted 2-aminoimidazoles. The two-step reaction involves the synthesis of N-(1H-imidazol-2-yl)acetamides from readily available α-haloketones and N-acetylguanidine, followed by deacetylation. Significant rate enhancement was observed for both steps of the protocol, and the overall reaction time was shortened to 20 min compared to 48 h of the conventional procedures. A representative set of di- and monosubstituted 2-aminoimidazoles was prepared using com. available parallel reactors. This study involved multiple reactions and reactants, such as 4-Phenyl-1H-imidazol-2-amine hemisulfate (cas: 160072-56-0Product Details of 160072-56-0).

4-Phenyl-1H-imidazol-2-amine hemisulfate (cas: 160072-56-0) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a 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.Product Details of 160072-56-0

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A Simple and Practical Synthesis of 2-Aminoimidazoles was written by Little, Thomas L.;Webber, Stephen E.. And the article was included in Journal of Organic Chemistry in 1994.Name: 4-Phenyl-1H-imidazol-2-amine hemisulfate The following contents are mentioned in the article:

A new and simple two-step procedure to synthesize 2-aminoimidazoles (2-AI’s) from readily available materials has been developed. The cyclization reaction of α-halo ketones RCOCHR¹X [R = Me, Et, CMe₃, Ph, 4-BrC₆H₄, etc., R¹ = H, Me, Ph, RR¹ = (CH₂)₃, (CH₂)₄, X = Cl, Br] and N-acetylguanidine in acetonitrile (MeCN) at reflux, or in DMF at ambient temperature, gives 4(5)-substituted and 4,5-disubstituted N-(1H-imidazol-2-yl)acetamides I, which are then hydrolyzed to their resp. 2-AI’s. In general, the purified products were isolated in good yields. We have prepared several examples and have demonstrated the usefulness of this method by its application in the total synthesis of 2-aminohistamine, an interesting histamine analog, and oroidin (II), a marine natural product isolated from various sponges. This study involved multiple reactions and reactants, such as 4-Phenyl-1H-imidazol-2-amine hemisulfate (cas: 160072-56-0Name: 4-Phenyl-1H-imidazol-2-amine hemisulfate).

4-Phenyl-1H-imidazol-2-amine hemisulfate (cas: 160072-56-0) 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 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.Name: 4-Phenyl-1H-imidazol-2-amine hemisulfate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Azolium Aurates as Pre-Catalysts for the Oxidative Coupling of Terminal Alkynes under Mild Conditions》 was written by Ma, Xinyuan; Tzouras, Nikolaos V.; Peng, Min; Van Hecke, Kristof; Nolan, Steven P.. SDS of cas: 258278-25-0 And the article was included in Journal of Organic Chemistry on April 1 ,2022. The article conveys some information:

A simple and efficient method for the oxidative coupling of terminal alkynes was reported for the first time, using imidazol(in)ium aurates as pre-catalysts. This approach displayed high functional group tolerance and led to a broad range of 1,3-diyne compounds in moderate to excellent yields using low catalyst loading and was performed in air under mild and sustainable conditions. In addition to this study using 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, there are many other studies that have used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0SDS of cas: 258278-25-0) was used in this study.

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) may be used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.SDS of cas: 258278-25-0In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Rapid and mild synthesis of Au-NHC complexes in a simple two-phase flow reactor》 was published in Dalton Transactions in 2021. These research results belong to Jonsson, Helgi Freyr; Fiksdahl, Anne; Harvie, Andrew J.. Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride The article mentions the following:

We describe a simple two-phase flow reactor which allows for the rapid synthesis of several Au(I)-NHC complexes in high yields (>88%), under mild conditions, and with minimal workup. Translation of the standard weak base method to a two-phase flow reaction prevents the common problem of decomposition to Au(0). The reaction can be scaled up more than ten-fold without loss in conversion efficiency. An optional second stage allows for direct synthesis of Au(III)-NHC complexes, without isolation of the Au(I)-NHC intermediate, with a two-step isolated yield of 82%. After reading the article, we found that the author used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) may be used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chlorideIn addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《A general protocol for the synthesis of Pt-NHC (NHC = N-heterocyclic carbene) hydrosilylation catalysts》 was published in Dalton Transactions in 2020. These research results belong to Maliszewski, Benon P.; Tzouras, Nikolaos V.; Guillet, Sebastien G.; Saab, Marina; Belis, Marek; Van Hecke, Kristof; Nahra, Fady; Nolan, Steven P.. SDS of cas: 258278-25-0 The article mentions the following:

A general, user-friendly synthetic route to [Pt(NHC)(L)Cl2] and [Pt(NHC)(dvtms)] (L = DMS, Py; DMS = di-Me sulfide, dvtms = divinyltetramethylsiloxane, Py = pyridine) complexes has been developed. The procedure is applicable to a wide range of ligands and enables facile synthetic access to key Pt(0)- and Pt(II)-NHC complexes used in hydrosilylation catalysis. In addition to this study using 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, there are many other studies that have used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0SDS of cas: 258278-25-0) was used in this study.

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) may be used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.SDS of cas: 258278-25-0In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2020,Advances in Inorganic Chemistry included an article by Ott, Ingo. Product Details of 258278-25-0. The article was titled 《Metal N-heterocyclic carbene complexes in medicinal chemistry》. The information in the text is summarized as follows:

A review. Based on their strong s-donor properties N-heterocyclic carbene (NHC) ligands can form stable complexes with many transition metals. Numerous applications of metal NHC complexes have been developed in the field of chem. catalysis. The option to generate very stable complexes as well as the convenient access to a high number of structurally diverse NHC ligands have made them also attractive target compounds in inorganic medicinal chem. A fast increasing number of reports demonstrates that metal NHC complexes provide an excellent scaffold for metallodrug design and many examples have been studied pharmacol. in great detail. This chapter focuses on metal NHC complexes containing the selected metals ruthenium, rhodium, silver, iridium and gold. In the experiment, the researchers used many compounds, for example, 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Product Details of 258278-25-0)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.Product Details of 258278-25-0In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2022,Inorganic Chemistry Frontiers included an article by Das, Rajesh; Parihar, Vaibhav; Nagaraja, C. M.. COA of Formula: C27H39ClN2. The article was titled 《Strategic design of a bifunctional Ag(I)-grafted NHC-MOF for efficient chemical fixation of CO2 from a dilute gas under ambient conditions》. The information in the text is summarized as follows:

The chem. fixation of carbon dioxide into valuable products constitutes a promising step toward reducing the atm. CO2 concentration Consequently, herein we report the strategic design of a bifunctional catalyst by grafting catalytically active Ag(I) ions onto N-heterocyclic carbene (NHC) sites in a MOF for efficient chem. fixation of CO2 from a dilute gas to oxazolidinones, bio-relevant commodity chems. Indeed, Ag(I)@MOF-NHC demonstrated excellent catalytic activity for efficient fixation of CO2 from a dilute gas (CO2 : N2 = 13 : 87%) with alkynes to afford valuable chems., oxazolidinones, under RT and atm. pressure (balloon) conditions. The superior activity of the Ag(I) anchored MOF over the individual (AgNO3 and MOF-NHC) components has been ascribed to the synergistic effect between the CO2-philic NHC and alkynophilic Ag(I) sites exposed in the 1D channels of the MOF. Furthermore, the Ag(I) anchored MOF showed high recyclability without significant loss of catalytic activity and structural rigidity. Overall, this is a unique demonstration of the utilization of dilute CO2 under environmentally friendly mild conditions and can pave the way for the development of efficient catalytic systems for sustainable utilization of CO2 from dilute gases. The results came from multiple reactions, including the reaction of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0COA of Formula: C27H39ClN2)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.COA of Formula: C27H39ClN2In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Nickel-Catalyzed Intramolecular Desulfitative C-N Coupling: A Synthesis of Aromatic Amines》 was written by Liu, Jiangjun; Jia, Xiuwen; Chen, Xuemeng; Sun, Haotian; Li, Yue; Kramer, Soeren; Lian, Zhong. Application In Synthesis of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride And the article was included in Journal of Organic Chemistry on April 17 ,2020. The article conveys some information:

A nickel-catalyzed intramol. C-N coupling reaction via SO2 extrusion was presented. The use of a catalytic amount of BPh3 allowed the transformation to take place under much milder conditions (60°C) than previously reported C-N coupling reactions by CO or CO2 extrusion (160-180°C). In addition, this method displayed good functional group tolerance and versatility, as it can be applied to the synthesis of dialkyl aryl amines, alkyl diaryl amines and triaryl amines. The robustness of the desulfitative C-N coupling was demonstrated by three high-yielding gram-scale reactions. In the experiment, the researchers used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Application In Synthesis of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) may be used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.Application In Synthesis of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chlorideIn addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Product Details of 258278-25-0On September 13, 2021 ,《Synthesis of L-Au(I)-CF2H Complexes and Their Application as Transmetalation Shuttles to the Difluoromethylation of Aryl Iodides》 was published in Organometallics. The article was written by Garcia-Dominguez, Patricia. The article contains the following contents:

We describe herein two alternative protocols to efficiently prepare difluoromethylgold(I) complexes bearing ancillary ligands with different electronic and steric properties. LAu-OX (X = H and t-Bu) species, formed in the presence of base, have been identified as intermediate complexes involved in these transformations. The application of these compounds as “”CF2H transmetalation shuttles”” from gold to palladium has been demonstrated in a Pd-catalyzed difluoromethylation reaction of aryl iodides, in which the Au-to-Pd transfer of “”CF2H”” is feasible under stoichiometric conditions. These findings will pave the way for catalytic manifolds in gold chem. The experimental part of the paper was very detailed, including the reaction process of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Product Details of 258278-25-0)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) may be used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.Product Details of 258278-25-0In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Iron-Catalyzed Cross-Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow》 was published in Chemistry – A European Journal in 2019. These research results belong to Deng, Yuchao; Wei, Xiao-Jing; Wang, Xiao; Sun, Yuhan; Noel, Timothy. COA of Formula: C27H39ClN2 The article mentions the following:

A selective, practical and fast iron-based cross-coupling reaction that enabled the formation of Csp-Csp3 and Csp2-Csp3 bonds. In a telescoped flow process, the reaction can be combined with the Grignard reagent synthesis. Moreover, flow allowed the use of a supporting ligand to be avoided without eroding the reaction selectivity. The results came from multiple reactions, including the reaction of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0COA of Formula: C27H39ClN2)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) may be used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.COA of Formula: C27H39ClN2In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem