Tag: 100-200

Dual Heterogeneous Catalysis for a Regioselective Three- Component Synthesis of Bi- and Tri(hetero)arylpyridines was written by Allais, Christophe;Lieby-Muller, Frederic;Constantieux, Thierry;Rodriguez, Jean. And the article was included in Advanced Synthesis & Catalysis in 2012.HPLC of Formula: 85692-37-1 This article mentions the following:

We have designed a new, user-friendly oxidative dual heterogeneous catalytic system capable of promoting polysubstituted pyridines as unique products from simple activated Michael acceptors, 1,3-dicarbonyls, and ammonium acetate. This metal-free environmentally respectful, and totally regioselective domino reaction proved to be a great strategy to access bi- and triaryl-type pyridines as well as challenging bi- and triheteroaryl-type pyridines in a single operation. E.g., in presence of 4Å mol. sieves, activated carbon, and O₂, reaction of PhCH:CHCO₂Me and Me acetoacetate gave 91% biarylpyridine (I). In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1HPLC of Formula: 85692-37-1).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) 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 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.HPLC of Formula: 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Two low-dimensional metal halides: ionothermal synthesis, photoluminescence, and nonlinear optical properties was written by Deng, Yuandan;Dong, Xuehua;Yang, Meng;Zeng, Hongmei;Zou, Guohong;Lin, Zhien. And the article was included in Dalton Transactions in 2019.Reference of 92507-97-6 This article mentions the following:

Two new organic-inorganic hybrid metal halides, formulated as (C₇H₁₃N₂)₂MnCl₄ (1) and (C₆H₁₁N₂)PbBr₃ (2), were prepared by a two-component ionothermal approach using multifunctional ionic liquids as solvents, charge-balancing agents, and halide sources. Compound 1 has an ionic zero-dimensional structure showing bright green luminescence with a high quantum yield of up to 70.78%. Compound 2 has a chain-like structure with a large second harmonic generation efficiency which is approx. 8脳 that of KH₂PO₄. In the experiment, the researchers used many compounds, for example, 1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6Reference of 92507-97-6).

1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Reference of 92507-97-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Group contribution and parachor analysis of experimental data on density and surface tension for members of the homologous series of 1-C_n-3-methylimidazolium chlorides was written by Souckova, Monika;Klomfar, Jaroslav;Patek, Jaroslav. And the article was included in Fluid Phase Equilibria in 2017.Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride This article mentions the following:

The d. and surface tension values are presented that represent the best current knowledge of these properties for members of the homologous series of 1-C_n-3-methylimidazolium chlorides. To identify these values, a method was used based on the consistency requirement between selected background exptl. data and group contribution models of known best achievable accuracy. The models have been developed using our own and other authors data. For this purpose 64 and 119 new exptl. data on the d. and surface tension, resp., have been measured for [C₁IM][Cl] and [C_nMIM][Cl] with n = 2, 3, 4, 6, and 10 at temperatures from (263 to 365) K and at the pressure of 0.1 MPa. The d. was measured using the buoyancy method while the surface tension was measured by the Wilhelmy plate and du Nouy ring method in parallel. The resp. expanded combined uncertainties at the 0.95 confidence level of the resultant means of sets of individual measurements performed at a given temperature do not exceed 1 kg路m^-3, 0.07 mN路m^-1 and 1 mN路m^-1. The estimated maximum deviations of the obtained recommended values from the true d. and surface tension values are 0.1 kg路m^-3 and 0.15 mN路m^-1, resp. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Stop-Flow Microtubing Reactor-Assisted Visible Light-Induced Hydrogen-Evolution Cross Coupling of Heteroarenes with C(sp³)-H Bonds was written by Li, Dong-Sheng;Liu, Tao;Hong, Yang;Cao, Chen-Lin;Wu, Jie;Deng, Hong-Ping. And the article was included in ACS Catalysis in 2022.COA of Formula: C8H8N2 This article mentions the following:

Herein, assisted by stop-flow microtubing reactors, an operationally simple protocol for the visible light-induced hydrogen-evolution cross coupling of heteroarenes Ar-H (Ar = 4-methylquinolin-2-yl, phenanthridin-6-yl, 1,3-benzothiazol-2-yl, etc.) with unactivated C(sp³)-H bonds was developed in a metal- and external oxidant-free manner. A wide range of alkylated heteroarenes ArR¹ (R¹ = oxan-2-yl, Me, (1R,4S)-bicyclo[2.2.1]heptan-2-yl, etc.) was generated with common feedstock chems., including ethane. Mechanistic studies indicated that photoredox-induced hydrogen atom transfer processes followed by dehydrogenative rearomatization delivered the desired coupling products. The merits of this strategy were further demonstrated by the late-stage functionalization of various complex bioactive mols. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3COA of Formula: C8H8N2).

1-Methylbenzimidazole (cas: 1632-83-3) 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 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. COA of Formula: C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Syntheses of formamidines and benzimidazoles was written by Mathias, L. J.;Overberger, C. G.. And the article was included in Synthetic Communications in 1975.SDS of cas: 58442-17-4 This article mentions the following:

The benzimidazoles I (R = 5(6)-Cl, 5(6)-Me, 5(6)-CO2H, 5(6)-benzimidazol-5(6)-yl) were prepared by cyclization of 4-RC6H3(NH2)2-1,2 with HCO2H in the presence of HCl and a strong acid resin. RNHCH:NR (R = p-O2NC6H4, p-H2NC6H4, 2-thiazolyl, 2-pyridyl) and I (R = 5(6)-Me, 4(7)-Me, 5(6)-NO2, 5(6)-COMe, 5(6)-CHO, 5(6)-Cl) were prepared by treating RNH2 or RC6H4(NH2)2-1,2 with Cl2CHOMe containing (Me3C)3N. In the experiment, the researchers used many compounds, for example, 1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4SDS of cas: 58442-17-4).

1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.SDS of cas: 58442-17-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

1-Ethyl-2,3-dimethylimidazolium paramagnetic ionic liquids with 3D magnetic ordering in its solid state: synthesis, structure and magneto-structural correlations was written by Garcia-Saiz, Abel;de Pedro, Imanol;Vallcorba, Oriol;Migowski, Pedro;Hernandez, Ignacio;Fernandez Barquin, Luis;Abrahams, Isaac;Motevalli, Majid;Dupont, Jairton;Gonzalez, Jesus Antonio;Fernandez, Jesus Rodriguez. And the article was included in RSC Advances in 2015.Product Details of 92507-97-6 This article mentions the following:

Two novel paramagnetic ionic liquids, comprised of a 1-ethyl-2,3-dimethylimidazolium (Edimim) cation and a tetrahaloferrate(III) (FeX₄) (X = Cl and Br) anion were synthesized and characterized by thermal, structural, Raman spectroscopy and magnetic studies. The crystal structures, determined by synchrotron X-ray powder diffraction and single crystal X-ray diffraction at 100 K for Edimim[FeCl₄] and Edimim[FeBr₄] resp., are characterized by layers of cations (in non-planar configuration) and anions stacked upon one another in a three-dimensional (3D) manner with several non-covalent interactions: halide-halide, hydrogen bond and anion-蟺. Magnetization measurements show the presence of three-dimensional antiferromagnetic ordering below the N茅el temperature (T_N) with the existence of a noticeable magneto-crystalline anisotropy in the bromide compound The corresponding magneto-structural correlations evidence that the 3D magnetic ordering mainly takes place via Fe-X路路路X-Fe (X = Cl and Br) interactions, displaying a higher superexchange magnetic interaction between the planes. Comparison with the Emim[FeX₄] (X = Cl and Br) phases (Emim: 1-ethyl-3-methylimidazolium) reveals that the methylation at the C(2) position onto the imidazolium cation ring causes an increase of the m.p. and a decrease of the T_N. In contrast, the comparative study with Dimim[FeX₄] (X = Cl and Br) compounds (Dimim: 1,3-dimethylimidazolium) shows a lower T_N in the chloride compound, Edimim[FeCl₄], whereas it is higher for the bromide, Edimim[FeBr₄]. This fact is attributed to the spin delocalization of iron atoms in [FeBr₄]^– and discards the hypothesis that a bigger imidazolium ion size causes a weaker magnetic coupling in paramagnetic ionic liquids based on tetrahaloferrate anions and imidazolium cations with 3D magnetic ordering in its solid state. In the experiment, the researchers used many compounds, for example, 1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6Product Details of 92507-97-6).

1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Product Details of 92507-97-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adjacent lone pair (ALP) effects in heteroaromatic systems. 2. Isotope exchange of ring hydrogens in nitro- and fluoroimidazoles was written by Takeuchi, Yoshio;Kirk, Kenneth L.;Cohen, Louis A.. And the article was included in Journal of Organic Chemistry in 1978.Recommanded Product: 3034-41-1 This article mentions the following:

The ring protons of nitro- and fluoroimidazoles (and their N-Me derivatives) undergo base-catalyzed exchange in D₂O by a combination of carbanion (C) and ylide (Y) pathways, which involve proton abstraction from the neutral imidazole species and from the imidazolium ion, resp. In 4-substituted imidazoles, C exchange occurs more readily at C-5 than at C-2, log k_C correlating with 蟽_o掳 for the NH- and with 蟽_p掳 for the N-Me series. For 1-methyl-4-nitroimidazole, t_1/2 = 2 min at C-5 (50掳, 0.2 N NaOD). In 1-methyl-5-X-imidazoles, exchange at C-4 occurs only via the Y pathway, carbanion formation in the neutral species being retarded by the adjacent lone pair (ALP) effect at N-3. The same effect is seen in the lack of C exchange at C-4 in 1-methylimidazoles. The ALP effect is considerably weaker or nonexistent at C-2. Most exchanges across the ring show correlations of log k with 蟼_m掳. 4-Alkylimidazoles (but not 1,4-dialkylimidazoles) show enhanced C exchange at C-5, which may result from the existence of a trace concentration of the ketimine tautomer. Enhanced exchange at C-5 in 2-fluorohistidine is ascribed to a combination of the ketimine effect, C exchange involving catalysis by OH and intramol. general-base catalysis by the side-chain primary-amine function. The use of buffer catalysis for the T labeling of poorly reactive imidazoles is described. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Recommanded Product: 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 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.Recommanded Product: 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The mutagenic action of nitroimidazoles. IV. A comparison of the mutagenic action of several nitroimidazoles and some imidazoles was written by Voogd, C. E.;Van der Stel, J. J.;Jacobs, J. J. J. A. A.. And the article was included in Mutation Research, Genetic Toxicology Testing in 1979.COA of Formula: C4H5N3O2 This article mentions the following:

When tested with Klebsiella聽pneumoniae and (or) Salmonella聽typhimurium, 31 of 33 tested nitroimidazoles were mutagenic, whereas of 18 other tested imidazoles without a nitro group, only 2 were mutagenic. Several of the substances tested for mutagenicity had antimicrobial action, but no direct relation between antimicrobial action, growth inhibition, and mutagenicity was observed A relation between the chem. structure and mutagenic action was observed for nitroimidazoles of a more complex chem. structure. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1COA of Formula: C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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. 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. COA of Formula: C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Syntheses of 伪,尾-unsaturated ketones starting from vinylic and allylic Grignard reagents via 2-imidazolylmethanol intermediates was written by Hayakawa, Satoshi;Michiue, Toru;Okamoto, Masao;Hatakeyama, Shoko;Ohta, Shunsaku. And the article was included in Heterocycles in 1988.Recommanded Product: 85692-37-1 This article mentions the following:

The title unsaturated ketones, e.g., E-RCOCH:CHR¹ [I; R = R¹ = Ph; R = Me(CH₂)₅, Me₂C:CHCH₂CH₂CHMeCH₂, R¹ = Me] were prepared from acylimidazoles II and R¹CH:CHBr (III). Thus, Grignard reaction of II and III gave 92-100% imidazolylmethanols IV. Quaternization of IV with Me₂SO₄ followed by elimination with K₂CO₃ gave 87-90% I. Similarly, Grignard reactions of II [R = Me(CH₂)₅, cyclohexyl, Ph] with R²CH:CHCH₂Cl (R² = H, Me, Ph) gave hydroxyimidazoles V which were cleaved to give RCOCHR²CH:CH₂. Acidic isomerization gave RCOCR²:CHMe. This methodol. was used to prepare (卤)-(ar)-turmerone 4-MeC₆H₄CHMeCH₂COCH:CMe₂ in 5 steps from II (R = Me), p-MeC₆H₄CHO, and CH₂:CMeCH₂Cl. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Recommanded Product: 85692-37-1).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Recommanded Product: 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The infrared spectra of some simple benzimidazoles was written by Morgan, K. J.. And the article was included in Journal of the Chemical Society in 1961.Related Products of 4887-83-6 This article mentions the following:

The spectra of solid specimens of the simple alkyl and perfluoroalkylbenzimidazoles are characterized by a series of strong, broad bands in the region 2400-3200 cm.^-1 They show no band in the region normally associated with the simple N-H stretching frequency. The alkyl and perfluoroalkyl groups are 2-Me, Et, 2-Pr, 2-iso-Pr, 4-Me, 5-Me, 2,5-Me₂, 2-CF₃, 2-C₂F₅, 2-C₃F₇, 4-CF₃, 5-CF₃, 2-Me-4-CF₃, 4-Me-2-CF₃, 4-Me-₂-Pr, 2,4-(CF₃)₂, 2,5-(CF₃)₂, 2-Me-4,5-(CF₃)₂ 2,4,5-(CF₃聽₃, 5-MeO-2-CF₃, 4,5,6,7-F₄-2-CF₃. Strong bands near 2400-3200 cm.^-1 are ascribed to a strong H bond of the type N-H. . .N, showing proton transfer. The position of the N-H bands of the spectra of solutions of benzimidazoles is similar to that found for pyrroles and indoles. The bands show typical displacements when tetrachloroethylene replaces CH₂Cl₂ as solvent. Small increases in the frequency of the alkyl derivatives and large decreases in frequency of the perfluoroalkyl compounds diminish as the orientation of substitution varies 2 > 4 鈮?5. These shifts are mainly due to induction, and there is little H bonding to adjacent F atoms. Compounds with perfluoralkyl substituents show more intense absorption, giving higher values of extinction coefficients and broader bands. Spectra of perimidine, 2-methyl-, 2-ethyl-, and 2-propylperimidine show broad banded absorption from 2400 to 3200 cm.^-1 In solution spectra these bonded IV-H bands are replaced by sharp bands near 3400 cm.^-1 Benzimi- dazole-2-acetic acid and difluoroacetic acid have spectra indicating a strongly bonded carbonyl group and discrete OH and NH groups. In 尾-(2-benzimidazolyl)propionic acid the carbonyl is replaced by a broad band at 1550 cm.^-1 and the C-O stretching frequency is displaced to 1410 cm.^-1 This compound is regarded as zwitterionic. 2-Benzimidazolecarboxylic acid has a bonded carbonyl group but shows no discrete OH or amino bonds. 5-Trifluoromethyl-2-benzimidazolecarboxylic acid is similar, and a low carbonyl frequency suggests that the 4-trifluoromethyl analog is best written as a nonbonded compound In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Related Products of 4887-83-6).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) 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.Related Products of 4887-83-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem