Category: 10541-78-3

Wang, Shihaozhi; Yang, Jiale; Li, Dianjun; Yang, Jinhui published the artcile< Copper-Catalyzed Cascade N-Dealkylation/N-Methyl Oxidation of Aromatic Amines by Using TEMPO and Oxygen as Oxidants>, Name: 2-Methoxy-N-methylaniline, the main research area is aryl formamide preparation; amine aryl cascade dealkylation oxidation catalyst copper.

A novel tandem N-dealkylation and N-Me aerobic oxidation of tertiary aromatic amines to N-arylformamides ArNC(O)H [Ar = Ph, 4-MeC6H4, 3-MeOC6H4, etc.] using copper and TEMPO was developed. This methodol. suggested an alternative synthetic route from N-methylarylamines to N-arylformamides ArNC(O)H.

European Journal of Organic Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Name: 2-Methoxy-N-methylaniline.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Falk, Eric; Gasser, Valentina C. M.; Morandi, Bill published the artcile< Synthesis of N-Alkyl Anilines from Arenes via Iron-Promoted Aromatic C-H Amination>, Category: ethers-buliding-blocks, the main research area is arene oxymethylammonium triflate iron catalyst regioselective amination; methyl arylamine preparation; tosyloxy phenylpropyl carbamate iron catalyst regioselective amination; tetrahydroquinoline preparation.

We report both an intermol. C-H amination of arenes to access N-methylanilines and an intramol. variant for the synthesis of tetrahydroquinolines. A newly developed, highly electrophilic aminating reagent was key for the direct synthesis of unprotected N-methylanilines from simple arenes. The reactions display a broad functional group tolerance and employ catalytic amounts of a benign iron salt under mild reaction conditions.

Organic Letters published new progress about Amination catalysts. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Category: ethers-buliding-blocks.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhao, Wenfeng; Chi, Xiaoping; Li, Hu; He, Jian; Long, Jingxuan; Xu, Yufei; Yang, Song published the artcile< Eco-friendly acetylcholine-carboxylate bio-ionic liquids for controllable N-methylation and N-formylation using ambient CO2 at low temperatures>, Synthetic Route of 10541-78-3, the main research area is ecofriendly acetylcholine carboxylate bio ionic liquid catalyst methylation formylation; carbon dioxide formylation methylation ionic liquid catalyst.

Catalytic fixation of CO2 to produce valuable fine chems. is of great significance to develop a green and sustainable circulation of excessive carbon in the environment. Herein, a series of nontoxic, biodegradable and recyclable acetylcholine-carboxylate bio-ionic liquids with different cations and anions were simply synthesized for producing formamides and methylamines using atm. CO2 as a carbon source, and phenylsilane as a hydrogen donor. The selectivity toward products was tuned by altering the reaction temperature under solvent or solvent-free conditions. N-Methylamines (ca. 96% yield) were obtained in acetonitrile at 50 °C, while N-formamides (ca. 99% yield) were attained without a solvent at 30 °C. The established bio-ionic liquid catalytic system found a wide range of applicability in substrates and possessed a high potentiality in scale-up to gram-grade production The developed catalytic system was fairly stable, which could be easily reused without an apparent loss of reactivity, possibly due to the strong electrostatic interactions between the cation and anion. The combination of exptl. and computational results explicitly elucidated the reaction mechanism: PhSiH3 activated by a bio-IL was favorable for the formation of silyl formate from hydrosilylation of CO2, followed by a reaction with an amine to give an N-formamide, while an N-methylamine was formed by further hydrosilylation of the N-formamide.

Green Chemistry published new progress about Biodegradable materials. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Synthetic Route of 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Gonzalez-Lainez, Miguel; Jimenez, M. Victoria; Azpiroz, Ramon; Passarelli, Vincenzo; Modrego, F. Javier; Perez-Torrente, Jesus J. published the artcile< N-Methylation of Amines with Methanol Catalyzed by Iridium(I) Complexes Bearing an N,O-Functionalized NHC Ligand>, Safety of 2-Methoxy-N-methylaniline, the main research area is iridium complex imidazolylidenelutidine polydentate ligand preparation catalyst methylation aniline; crystal structure iridium complex containing imidazolylidenelutidine polydentate ligand; mol structure iridium complex containing imidazolylidenelutidine polydentate ligand.

A set of neutral [IrBr(L2)(κC-tBuImCH2PyCH2OMe)] and cationic [Ir(L2)(κ2C,N-tBuImCH2PyCH2OMe)]PF6 (L2 = cod, (CO)2) Ir(I) compounds featuring a flexible lutidine-derived polydentate ligand having NHC and -OMe as donor functions were evaluated as catalyst precursors for the N-methylation of aniline using MeOH both as a reducing agent and a C1 source. The carbonyl complexes are somewhat more active than the related diene compounds with the neutral compound [IrBr(CO)2(κC-tBuImCH2PyCH2OMe)] being the more active. A range of aromatic primary amines, including heterocyclic amines, were selectively transformed into the corresponding N-methylamino derivatives using this catalyst at a low catalyst loading (0.1 mol %) and substoichiometric amounts of Cs2CO3 (half equiv) as a base, in MeOH at 423 K. For aliphatic primary amines, selective N,N-dimethylation was achieved under the same catalytic conditions. The unselective deprotonation of the methylene linkers in [IrBr(CO)2(κC-tBuImCH2PyCH2OMe)] affords two isomeric neutral complexes featuring a coordinated dearomatized pyridine core, which were converted into [Ir(OMe)(CO)2(κC-tBuImCH2PyCH2OMe)] upon addition of MeOH. This compound undergoes thermal activation of a C-H bond of the tert-Bu group to give the cyclometalated Ir(I) complex [Ir(CO)2{κ2C,C-(-CH2Me2C-ImCH2PyCH2OMe)}] featuring a bidentate C,C-coordinated NHC ligand. Mechanistic studies support a borrowing H mechanism proceeding through Ir(I) intermediates with the methoxo complex as the catalytic active species and the cyclometalated complex as the catalyst resting state. D labeling experiments demonstrated that both species are in equilibrium under catalytic conditions, which is consistent with the exhibited catalytic activity of the cyclometalated complex.

Organometallics published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Safety of 2-Methoxy-N-methylaniline.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Sharma, Swagat; Peng, Qi; Vadukoot, Anish K.; Aretz, Christopher D.; Jensen, Aaron A.; Wallick, Alexander I.; Dong, Xinzhong; Hopkins, Corey R. published the artcile< Synthesis and Biological Characterization of a Series of 2-Sulfonamidebenzamides as Allosteric Modulators of MrgX1>, SDS of cas: 10541-78-3, the main research area is sulfonamidebenzamide preparation allosteric modulator protein coupled receptor.

The present study describes the continued efforts in the discovery and characterization of a series of 2-sulfonamidebenzamides e.g., 3-(Cyclopropanesulfonamido)-N-(2-ethoxyphenyl)-2-naphthamide as allosteric modulators of MrgX1. MrgX1 has been shown to be an attractive target as a nonopioid receptor for the potential treatment of chronic pain. Working from the original compound, ML382, and utilizing iterative medicinal chem., key halogen substituents that improve MrgX1 potency by ~8-fold were identified. In addition, the compounds in Tier 1 drug metabolism and pharmacokinetics assays were evaluated and the key compounds that impart improved potency and microsomal stability were identified.

ACS Medicinal Chemistry Letters published new progress about Allosteric modulators. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, SDS of cas: 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Li, Zhengyi; Li, Hu; Yang, Song published the artcile< Carboxylate-Functionalized Zeolitic Imidazolate Framework Enables Catalytic N-Formylation Using Ambient CO2>, Computed Properties of 10541-78-3, the main research area is carboxylate functionalized zeolitic imidazolate framework preparation recyclability; amine carbon dioxide ZIF catalyst formylation; amide preparation.

In this work, carboxylate-functionalized zeolitic imidazolate framework (F-ZIF-90) with good crystallinity and porosity was constructed from ZIF-90 and employed as a robust heterogeneous catalyst to boost the reductive N-functionalization of various amines with CO2 to furnish N-formyl compounds (up to 99% yield) in the presence of PhSiH3 under an ambient environment. The imidazole carboxylate species (COO-) can not only activate hydrosilane and CO2 to form the key intermediate formoxysilane but also activate amines to participate in the N-formylation reaction to obtain the target product. Moreover, it can enhance the catalyst capture and exchange ability toward ambient CO2. The powerful adsorption capacity of the F-ZIF-90 catalyst toward CO2 was conducive to elevating CO2 concentration around the active species. Theor. calculations showed that the carboxylate-mediated conversion path undergoes the transition state of hydrosilane activation with a relatively lower energy barrier (ΔG = 26.9 kcal mol-1). F-ZIF-90 exhibited good thermochem. stability with no obvious activity attenuation after repeated use 5 times. This strategy opens a new avenue based on ZIFs to develop heterogeneous catalysts for reductive upgrading of CO2.

Advanced Sustainable Systems published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Computed Properties of 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Yu, Zhaozhuo; Li, Zhengyi; Zhang, Lilong; Zhu, Kaixun; Wu, Hongguo; Li, Hu; Yang, Song published the artcile< A substituent- and temperature-controllable NHC-derived zwitterionic catalyst enables CO2 upgrading for high-efficiency construction of formamides and benzimidazoles>, Related Products of 10541-78-3, the main research area is carbon dioxide formamide benzimidazole zwitterionic catalyst.

Chemocatalytic upgrading of the greenhouse gas CO2 to valuable chems. and biofuels has attracted broad attention in recent years. Among the reported approaches, N-formylation of CO2 with an amine is of great significance due to its versatility in the construction of N-containing linear and cyclic skeletons. Herein, a stable N-heterocyclic carbene-carboxyl adduct (NHC-CO2) was facilely prepared and could be used as a recyclable zwitterionic catalyst for efficient CO2 reductive upgrading via either N-formylation or further coupling with cyclization under mild conditions (25°C, 1 atm CO2) using hydrosilane as a hydrogen source. More than 30 different alkyl and aromatic amines could be transformed into the corresponding formamides or benzimidazoles with remarkable yields (74%-98%). The electronic effect of the introduced substituent on NHC-CO2 was found to evidently affect the thermostability and nucleophilicity of the zwitterionic catalyst, which is directly correlated with its catalytic activity. Moreover, NHC-CO2 could supply CO2 by in situ decarboxylation at a specific temperature that is dependent on the introduced substituent type. Exptl. and computational studies showed that the carboxyl species on NHC-CO2 was not only a nucleophilic center, but also a C1 source which rapidly captures or substitutes ambient CO2 during hydrosilylation. In addition, a simple and green conceptual process was designed for the product purification and catalyst recycling, with a good feasibility for small-scale production

Green Chemistry published new progress about Cyclization. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Related Products of 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhang, Ying; Gao, Huanjie; Guo, Jiabao; Zhang, Hao; Yao, Xiaoquan published the artcile< Selective electrochemical para-thiocyanation of aromatic amines under metal-, oxidant- and exogenous-electrolyte-free conditions>, Quality Control of 10541-78-3, the main research area is thiocyanato aromatic compound preparation green chem regioselective; aromatic amine ammonium thiocyanate electrochem oxidative thiocyanation.

An electrochem. oxidative para-C-H-thiocyanation of aromatic amines RN(R1)R2 [R = Ph, naphthalen-1-yl, 2-methylphenyl, etc.; R1 = H, Me, Et, n-Pr, Ph; R2 = Me, Et, Ph, etc.; R1R2 = -(CH2)4-, -(CH2)5-, -(CH2)2O(CH2)2-] has been developed to construct thiocyanato aromatic compounds ;R3N(R1)R2 (R3 = 4-(cyanosulfanyl)benzen-1-yl, 4-(cyanosulfanyl)-3,5-dimethylbenzen-1-yl, 4-(cyanosulfanyl)naphthalen-1-yl, etc.) under metal-, oxidant-, and exogenous-electrolyte-free conditions in an undivided cell. The transformation is compatible with a range of primary, secondary, and tertiary amines and shows good functional group tolerance. This approach provides an economical and environmentally benign way for para-thiocyanation of aromatic amines.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aromatic amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Quality Control of 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhang, Liang; Kong, Xiangjin; Liu, Shuya; Zhao, Zhiguo; Yu, Qun; Wang, Wei; Wang, Yao published the artcile< Succinimide-Promoted Malonylamination of Alkenes with Amines and Iodonium Ylides via Trapping of Transient Aminium Radical Cations>, Synthetic Route of 10541-78-3, the main research area is succinimide promoted malonylamination alkene amine iodonium ylide.

A conceptually distinct strategy enabling malonylamination of alkenes with abundant amines and iodonium ylides without assistance of any transition metal was developed. Succinimide was identified as a proton shuttle that can not only largely accelerate the process of trapping highly unstable radical ion pairs with alkenes but also significantly improve the chem. yields.

Organic Letters published new progress about Addition reaction (carboamination). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Synthetic Route of 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Jiang, Lei; Guo, Fang; Wang, Yinran; Jiang, Jialin; Duan, Yangzhi; Hou, Zhaomin published the artcile< Selective N-Monomethylation of Anilines with Methanol Catalyzed by Commercial Pd/C as an Efficient and Reusable Catalyst>, Application of C8H11NO, the main research area is monomethyl aniline preparation chemoselective; amine aryl methanol palladium catalyst chemoselective methylation.

In this paper, the N-monomethylation of aniline derivatives using Pd/C catalyst and methanol as the methylation reagent was investigated. The N-monomethylation of various aryl amines was achieved with high activity and selectivity under relatively mild reaction conditions, and the yield of N-monomethyl anilines ArNHMe [Ar = Ph, 4-pyridyl, 2-MeC6H4, etc.] was over 90 %. Notably, the com., readily available, and inexpensive heterogeneous catalyst, Pd/C, could be easily recovered and reused more than five times with only a slight decrease in activity; gram-scale experiments were also successfully performed.

Asian Journal of Organic Chemistry published new progress about Aromatic amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Application of C8H11NO.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem