Tag: M.W=150-200

Nicastri, Michael C. published the artcileSynthesis of Sterically Hindered Primary Amines by Concurrent Tandem Photoredox Catalysis, Application of 2-(2-Methyl-1H-imidazol-1-yl)pyridine-4-carbonitrile, the publication is Journal of the American Chemical Society (2020), 142(2), 987-998, database is CAplus and MEDLINE.

Primary amines are an important structural motif in active pharmaceutical ingredients (APIs) and intermediates thereof, as well as members of ligand libraries for either biol. or catalytic applications. Many chem. methodologies exist for amine synthesis, but the direct synthesis of primary amines with a fully substituted α carbon center is an underdeveloped area. We report a method which utilizes photoredox catalysis to couple readily available O-benzoyl oximes with cyanoarenes to synthesize primary amines with fully substituted α-carbons. We also demonstrate that this method enables the synthesis of amines with α-trifluoromethyl functionality. Based on exptl. and computational results, we propose a mechanism where the photocatalyst engages in concurrent tandem catalysis by reacting with the oxime as a triplet sensitizer in the first catalytic cycle and a reductant toward the cyanoarene in the second catalytic cycle to achieve the synthesis of hindered primary amines via heterocoupling of radicals from readily available oximes.

Journal of the American Chemical Society published new progress about 1016841-67-0. 1016841-67-0 belongs to imidazoles-derivatives, auxiliary class Imidazoles, name is 2-(2-Methyl-1H-imidazol-1-yl)pyridine-4-carbonitrile, and the molecular formula is C10H8N4, Application of 2-(2-Methyl-1H-imidazol-1-yl)pyridine-4-carbonitrile.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Qiao, Haiyu published the artcileEfficient preparation of all cellulose composite films using a plasticizing-rolling method, HPLC of Formula: 79917-90-1, the publication is Composites, Part A: Applied Science and Manufacturing (2022), 106968, database is CAplus.

Efficient manufacturing cellulose is a promising solution to solve severe environmental problems resulted from non-degradable plastics. Herein, we propose a plasticizing-rolling technique to manufacture cellulose featuring high cellulose ratios (50 weight%) and low temperature (65°C). Plasticization effect from plasticizers (BmimCl and LiCl) uniformly plasticizes cellulose while shear effect from rolling destroys the crystal area of cellulose, both increasing the mobility of cellulosic mol. chains. SEM images and XRD anal. reveal prepared films are all cellulose composite (ACC), cellulose I in the core area and cellulose II in the surface area. ACC films have high transparency (81%), tensile strength (73.6 ± 4.8 MPa), and thermal stability. The relationship of structure and properties of ACC films was also discussed and a particle-matrix composite model was proposed to analyze high transparency of ACC films. In conclusion, the proposed method presents a potential to efficiently produce high-performance cellulose materials at large scale.

Composites, Part A: Applied Science and Manufacturing published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, HPLC of Formula: 79917-90-1.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Wang, Shizhuo published the artcileExperimental and theoretical study on the catalytic degradation of lignin by temperature-responsive deep eutectic solvents, COA of Formula: C8H15ClN2, the publication is Industrial Crops and Products (2022), 114430, database is CAplus.

Lignin is a renewable biomass resource with excellent application potential; however, the extremely complex structure of lignin renders it difficult to effectively degrade and use. In this context, it is necessary to identify a catalyst that can be easily recovered to increase the lignin degradation rate. In this paper, two temperature-responsive deep eutectic solvents (TRDESs), which can form homogeneous phases with reactants at a high temperature and sep. from the reaction system at low temperature, were designed to catalyze lignin degradation Based on the |HOMO-LUMO| gap, [Bmim]Cl and ChCl, which have a high catalytic activity, were selected from 22 deep eutectic solvents (DESs). [Bmim]Cl-EDTA (mole ratio = 1:1) was obtained by combining [Bmim]Cl and EDTA. ChCl-SA (mole ratio = 1:1) was obtained by combining ChCl and salicylic acid (SA). Results of COSMO-SAC modeling calculations and solubility experiments indicated that TRDESs can respond to temperature Specifically, these solvents can form a homogeneous phase with the reactants at high temperatures, thereby increasing the number and uniformity of the reaction sites. Moreover, the solvents can be separated from the reaction system at low temperature, which enables efficient recycling of the catalyst. Results of lignin degradation experiments indicated that the catalytic performance of [Bmim]Cl-EDTA is higher than that of the other DESs: the degradation rate of lignin is 83.63%, and the catalyst exhibits a satisfactory catalytic effect even after multiple cycles.

Industrial Crops and Products published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C7H6Cl2, COA of Formula: C8H15ClN2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Verma, Raman K. published the artcileHeterocyclyl linked anilines and benzaldehydes as precursors for biologically significant new chemical entities, Computed Properties of 4760-35-4, the publication is Journal of Chemical Sciences (Bangalore, India) (2012), 124(5), 1063-1069, database is CAplus.

Syntheses of benzaldehydes and anilines, linked at the para position with an alkoxy ether linkage to 3 crucial heterocycles, namely benzimidazole, indole, and acridone, were reported. Representative procedures for the preparation of 1,3-diester, 2,4-thiazolidinedione, and α-bromopropanoic acid ester derivatives in case of benzimidazole, and a 1,3-diester and 2,4-thiazolidinedione derivative in case of indole-based precursors were optimized, and the said compounds were successfully synthesized.

Journal of Chemical Sciences (Bangalore, India) published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C25H47NO8, Computed Properties of 4760-35-4.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Verma, Raman K. published the artcileHeterocyclyl linked anilines and benzaldehydes as precursors for biologically significant new chemical entities, Related Products of imidazoles-derivatives, the publication is Journal of Chemical Sciences (Bangalore, India) (2012), 124(5), 1063-1069, database is CAplus.

Syntheses of benzaldehydes and anilines, linked at the para position with an alkoxy ether linkage to 3 crucial heterocycles, namely benzimidazole, indole, and acridone, were reported. Representative procedures for the preparation of 1,3-diester, 2,4-thiazolidinedione, and α-bromopropanoic acid ester derivatives in case of benzimidazole, and a 1,3-diester and 2,4-thiazolidinedione derivative in case of indole-based precursors were optimized, and the said compounds were successfully synthesized.

Journal of Chemical Sciences (Bangalore, India) published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H4F6O, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Jiang, Li-Ping published the artcileThe dominance of sulfate over two organic ligands in the solvothermal assembly of an undecanuclear cobaltous cluster: crystallography and mass spectrometry, Recommanded Product: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Dalton Transactions (2020), 49(48), 17683-17688, database is CAplus and MEDLINE.

An unexpected dominance of the coordination affinity of the sulfate anion over those of two organic chelating ligands, (1-methyl-1H-benzo[d]imidazol-2-yl)methanol (Hmbm) and pyridin-2-ylmethanamine (pma), was observed during the study of the solvothermal assembly of [Co₁₁(mbm)₆(pma)₂(SO₄)₈(H₂O)₆(CH₃OH)₆]·5CH₃OH (1), from CoSO₄·7H₂O at 100°C in methanol. ESI-MS of solutions at different periods of the assembly reveal a hierarchical sequence, [Co₁] → [Co₂] → [Co₃] → [Co₄] → [Co₅] → [Co₉], where the lower nuclearity species are richer in Co²⁺ and SO₄^2- before the inclusion of more mbm ligands at the last step. Its crystal structure consists of an almost sym. wheel of nine cobalt atoms, [Co₉(mbm)₆(SO₄)₈(H₂O)₆] in edge-sharing octahedral coordination arranged in triangles with two peripheral dangling [Co(pma)(CH₃OH)₃]. The sulfate ions exhibit three different coordination modes, two in μ₆-, two in μ₃– and four as μ₂-bridging. Its thermal, optical and magnetic properties are also reported.

Dalton Transactions published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, Recommanded Product: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Oh, Sangmi published the artcileIdentification of Piperidine-3-carboxamide Derivatives Inducing Senescence-like Phenotype with Antimelanoma Activities, Quality Control of 13682-33-2, the publication is ACS Medicinal Chemistry Letters (2021), 12(4), 563-571, database is CAplus and MEDLINE.

This study evaluated the potential use of senescence-inducing small mols. in the treatment of melanoma. We screened com. available small-mol. libraries with high-throughput screening and high-content screening image-based technol. Our findings showed an initial hit with the embedded N-arylpiperidine-3-carboxamide scaffold induced senescence-like phenotypic changes in human melanoma A375 cells without serious cytotoxicity against normal cells. A focused library containing diversely modified analogs were constructed and examined to evaluate the structure-activity relationship of N-arylpiperidine-3-carboxamide derivatives starting from hit 1. This work identified a novel compound with remarkable antiproliferative activity in vitro and demonstrated the key structural moieties within.

ACS Medicinal Chemistry Letters published new progress about 13682-33-2. 13682-33-2 belongs to imidazoles-derivatives, auxiliary class Imidazole,Amine,Benzene, name is 4-(1H-Imidazol-2-yl)aniline, and the molecular formula is C9H9N3, Quality Control of 13682-33-2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Liu, Wei-Jie published the artcileHofmann-MOF derived nanoball assembled by FeNi alloy confined in carbon nanotubes as a magnetic catalyst for activating peroxydisulfate to degrade an ionic liquid, Computed Properties of 79917-90-1, the publication is Separation and Purification Technology (2022), 120945, database is CAplus.

As ionic liquids (ILs) are increasingly consumed, release of ILs into water environment has posed risks to aquatic ecol. due to their toxicities. Since 1-Butyl-3-methylimidazolium chloride (BMIMCl) represents the most typical IL, development of useful techniques to eliminate BMIM from water is urgent and critical While SO^•-₄-based oxidation processes are useful for degrading BMIM, very few studies have been conducted using peroxydisulfate (PDS), and almost no studies exist for developing heterogeneous activation of PDS to degrade BMIM. Thus, the aim of this study is to develop a useful heterogeneous catalyst for the first time to activate PDS for degrading BMIM in water. Herein, a special catalyst is developed from a unique Hofmann-type MOF ([Fe]pyrazine[Ni(CN)₄]) through carbonization to afford a nanoball assembled from carbon nanotubes (CNTs) with confinement of FeNi alloy nanoparticles. Such a FeNi@CNT (i.e., FeNiC) nanoball exhibits many advantageous features, including embedment of effective metals (Fe and Ni), strong magnetism, protection of FeNi by CNT, synergy of FeNi and CNT, and unique interwoven assembled structures, making FeNiC a promising heterogeneous catalyst for activating PDS to degrade BMIM. FeNiC is proven to exhibit a much higher catalytic activity (RSE = 0.0388) than Fe₃O₄ for PDS activation (RSE = 0.0155). FeNiC/PDS also shows a lower activation energy (i.e., 40.4 kJ/mol) for BMIM degradation then other reported values, revealing promising advantages of FeNiC. The activation mechanism as well as degradation pathway of BMIM degradation by FeNiC/PDS is also investigated here through theor. DFT calculations and exptl. evidences to provide valuable insights into degradation behaviors of BMIM using Hofmann MOF-derived catalysts.

Separation and Purification Technology published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Computed Properties of 79917-90-1.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Lehnherr, Dan published the artcileElectrochemical Synthesis of Hindered Primary and Secondary Amines via Proton-Coupled Electron Transfer, Application of 2-(2-Methyl-1H-imidazol-1-yl)pyridine-4-carbonitrile, the publication is Journal of the American Chemical Society (2020), 142(1), 468-478, database is CAplus and MEDLINE.

Accessing hindered amines, particularly primary amines α to a fully substituted carbon center, is synthetically challenging. We report an electrochem. method to access such hindered amines starting from benchtop-stable iminium salts and cyanoheteroarenes. A wide variety of substituted heterocycles (pyridine, pyrimidine, pyrazine, purine, azaindole) can be utilized in the cross-coupling reaction, including those substituted with a halide, trifluoromethyl, ester, amide, or ether group, a heterocycle, or an unprotected alc. or alkyne. Mechanistic insight based on DFT data, as well as cyclic voltammetry and NMR spectroscopy, suggests that a proton-coupled electron-transfer mechanism is operational as part of a hetero-biradical cross-coupling of α-amino radicals and radicals derived from cyanoheteroarenes. Safety: cyanide may be released as a byproduct leading to release of toxic HCN.

Journal of the American Chemical Society published new progress about 1016841-67-0. 1016841-67-0 belongs to imidazoles-derivatives, auxiliary class Imidazoles, name is 2-(2-Methyl-1H-imidazol-1-yl)pyridine-4-carbonitrile, and the molecular formula is C10H8N4, Application of 2-(2-Methyl-1H-imidazol-1-yl)pyridine-4-carbonitrile.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Yahya, M. S. published the artcileDominance of hydrophobic attraction in attachment of microbubbles and Graphene oxide (GO), Synthetic Route of 79917-90-1, the publication is Chemical Engineering Science (2022), 117033, database is CAplus.

This paper presents the synthesis of GO-coated microbubbles which would be useful for environmental remediation and enhanced heat transfer applications. The mechanism of microbubble-GO attachment including electrostatic interactions, hydrophobic attraction, contact angle and Gibb’s free energy were determined Preliminary experiments indicated that water alone is not favorable, which thus necessitated the use of a bridging surfactant. The optimum attachment between microbubbles and GO occurred at the GO’s isoelec. point (IEP) in the ionic liquid as surfactant (IL), in which the IL concentration allowed GO to achieve maximum hydrophobicity. Therefore, it is inferred that hydrophobic attraction is the dominant force for microbubble-GO attachment with minor contributions from electrostatic interactions. Further studies showed that the longest carbon chain length IL, i.e. 1-Dodecyl-3-methylimidazolium chloride ([C₁₂mim]Cl) produced the most conducive environment for microbubble-GO attachment at its IEP concentration of 350 ppm.

Chemical Engineering Science published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C10H15NS, Synthetic Route of 79917-90-1.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem