Tag: 200-300

A Bis(phosphaethenyl)pyridine Complex of Iridium(I): Synthesis and Catalytic Application to N-Alkylation of Amines with Alcohols was written by Chang, Yung-Hung;Nakajima, Yumiko;Ozawa, Fumiyuki. And the article was included in Organometallics in 2013.Name: 4-(Benzylamino)benzonitrile This article mentions the following:

The Ir(I) complex [IrCl(BPEP-H)] (1), coordinated with 2,6-bis[2-(2,4,6-tri-tert-butylphenyl)-2-phosphaethenyl]pyridine (BPEP-H) as a PNP-pincer-type phosphaalkene ligand, was synthesized and fully characterized by elemental anal., NMR spectroscopy, and x-ray diffraction anal. Complex 1 (1 mol %) catalyzes N-alkylation of primary and secondary amines with alcs., leading to the selective formation of secondary and tertiary amines, resp. Primary amines are smoothly alkylated with a variety of benzylic and aliphatic alcs. (1 or 3 equiv) at 100° under basic conditions (CsOH, 10 mol %) to give the corresponding secondary amines in good to high yields. However, N-alkylation of secondary amines with benzyl alc. (3 equiv) proceeds in the presence of KH₂PO₄ (5 mol %) at 140° to afford tertiary amines in high yields. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Name: 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Name: 4-(Benzylamino)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Discovery of a Quinoline-4-carboxamide Derivative with a Novel Mechanism of Action, Multistage Antimalarial Activity, and Potent in Vivo Efficacy was written by Baragana, Beatriz;Norcross, Neil R.;Wilson, Caroline;Porzelle, Achim;Hallyburton, Irene;Grimaldi, Raffaella;Osuna-Cabello, Maria;Norval, Suzanne;Riley, Jennifer;Stojanovski, Laste;Simeons, Frederick R. C.;Wyatt, Paul G.;Delves, Michael J.;Meister, Stephan;Duffy, Sandra;Avery, Vicky M.;Winzeler, Elizabeth A.;Sinden, Robert E.;Wittlin, Sergio;Frearson, Julie A.;Gray, David W.;Fairlamb, Alan H.;Waterson, David;Campbell, Simon F.;Willis, Paul;Read, Kevin D.;Gilbert, Ian H.. And the article was included in Journal of Medicinal Chemistry in 2016.Recommanded Product: 37812-51-4 This article mentions the following:

The antiplasmodial activity, DMPK properties, and efficacy of a series of quinoline-4-carboxamides are described. This series was identified from a phenotypic screen against the blood stage of Plasmodium falciparum (3D7) and displayed moderate potency but with suboptimal physicochem. properties and poor microsomal stability. The screening hit (1, EC₅₀ = 120 nM) was optimized to lead mols. with low nanomolar in vitro potency. Improvement of the pharmacokinetic profile led to several compounds showing excellent oral efficacy in the P. berghei malaria mouse model with ED₉₀ values below 1 mg/kg when dosed orally for 4 days. The favorable potency, selectivity, DMPK properties, and efficacy coupled with a novel mechanism of action, inhibition of translation elongation factor 2 (PfEF2), led to progression of 2 (DDD107498) to preclin. development. In the experiment, the researchers used many compounds, for example, 4-(Morpholinomethyl)benzonitrile (cas: 37812-51-4Recommanded Product: 37812-51-4).

4-(Morpholinomethyl)benzonitrile (cas: 37812-51-4) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Recommanded Product: 37812-51-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Copper-Catalyzed Coupling of Alkylamines and Aryl Iodides: An Efficient System Even in an Air Atmosphere was written by Kwong, Fuk Yee;Klapars, Artis;Buchwald, Stephen L.. And the article was included in Organic Letters in 2002.Quality Control of 4-(Benzylamino)benzonitrile This article mentions the following:

A mild method for the copper-catalyzed amination of aryl iodides is reported. This operationally simple C-N bond-forming protocol uses CuI as the catalyst and ethylene glycol as ligand in 2-propanol. A variety of functionalized aryl iodides as well as several amines were efficiently coupled using this method. This catalytic amination procedure is relatively insensitive to moisture and can be performed under an air atm. with comparable yield. Preliminary results on the amination of aryl bromides are also described. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Quality Control of 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Quality Control of 4-(Benzylamino)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electrophilic Activation of [1.1.1]Propellane for the Synthesis of Nitrogen-Substituted Bicyclo[1.1.1]pentanes was written by Livesley, Sarah;Sterling, Alistair J.;Robertson, Craig M.;Goundry, William R. F.;Morris, James A.;Duarte, Fernanda;Aissa, Christophe. And the article was included in Angewandte Chemie, International Edition in 2022.Safety of 4-(Benzylamino)benzonitrile This article mentions the following:

Herein, the electrophilic activation of [1.1.1]propellane in a halogen bond complex was reported, which enabled its reaction with electron-neutral nucleophiles such as anilines/azoles to give nitrogen-substituted bicyclo[1.1.1]pentanes (BCP)s such as I [R = H, Ph, Bn, etc.; Ar = Ph, 4-CNPh, 3,5-di-FPh, etc.] that were prominent motifs in drug discovery. A detailed computational anal. indicated that the key halogen bonding interaction promotes nucleophilic attack without sacrificing cage stabilization. Overall, this work rehabilitates electrophilic activation of [1.1.1]propellane as a valuable strategy for accessing functionalised BCPs. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Safety of 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Safety of 4-(Benzylamino)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A new synthesis of 4-amino-2-quinolinones was written by Bergman, Jan;Brynolf, Anna;Vuorinen, Eino. And the article was included in Tetrahedron in 1986.Recommanded Product: 68385-95-5 This article mentions the following:

Addition of Grignard or organolithium reagents to N-(α-haloacyl)-N-alkylsubstituted anthranilonitriles, e.g. N-(2-bromopropionyl)-N-methyl-2-cyanoaniline, induced anion formation followed by cyclization to 4-amino-2-quinolinones, e.g. 4-amino-1,3-dimethyl-2-quinolinone (I). Substrates lacking α-hydrogen atoms, such as N-(α-bromoisobutyryl)-2-cyanoaniline, also yielded 3,3-dimethylquinolinedione by cyclization. In these cases the initial step is a halogen-metal exchange reaction. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5Recommanded Product: 68385-95-5).

2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Recommanded Product: 68385-95-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Heterometallic Coordination Polymers Assembled from Trigonal Trinuclear Fe₂Ni-Pivalate Blocks and Polypyridine Spacers: Topological Diversity, Sorption, and Catalytic Properties was written by Sotnik, Svetlana A.;Polunin, Ruslan A.;Kiskin, Mikhail A.;Kirillov, Alexander M.;Dorofeeva, Victoria N.;Gavrilenko, Konstantin S.;Eremenko, Igor L.;Novotortsev, Vladimir M.;Kolotilov, Sergey V.. And the article was included in Inorganic Chemistry in 2015.Recommanded Product: 55490-87-4 This article mentions the following:

Linkage of the trigonal complex [Fe₂NiO(Piv)₆] (Piv^– = pivalate) by polypyridine ligands, namely, tris(4-pyridyl)triazine (L²), 2,6-bis(3-pyridyl)-4-(4-pyridyl)pyridine (L³), N-(bis-2,2-(4-pyridyloxymethyl)-3-(4-pyridyloxy)propyl)pyridone-4 (L⁴), and 4-(N,N-diethylamino)phenyl-bis-2,6-(4-pyridyl)pyridine (L⁵) gave novel coordination polymers [Fe₂NiO(Piv)₆(L²)]_n (2), [Fe₂NiO(Piv)₆(L³)]_n (3), [Fe₂NiO(Piv)₆(L⁴)]_n·nHPiv (4), and [{Fe₂NiO(Piv)₆}₄{L⁵}₆]_n·3nDEF (5, where DEF is N,N-diethylformamide), which were crystallog. characterized. The topol. anal. of 3, 4, and 5 disclosed the 3,3,4,4-connected 2-dimensional (3, 4) or 3,4,4-connected 1-dimensional (5) underlying networks which, upon further simplification, gave rise to the uninodal 3-connected nets with the resp. fes (3, 4) or SP 1-periodic net (4,4)(0,2) (5) topologies, driven by the cluster [Fe₂Ni(μ₃-O)(μ-Piv)₆] nodes and the polypyridine μ₃-L^3,4 or μ₂-L⁵ blocks. The obtained topologies were compared with those identified in other closely related derivatives [Fe₂NiO(Piv)₆(L¹)]_n (1) and {Fe₂NiO(Piv)₆}₈{L⁶}₁₂ (6), where L¹ and L⁶ are tris(4-pyridyl)pyridine and 4-(N,N-dimethylamino)phenyl-bis-2,6-(4-pyridyl)pyridine, resp. A key structure-driven role in defining the dimensionality and topol. of the resulting coordination network is played by the type of polypyridine spacer. Compounds 2 and 3 possess a porous structure, as confirmed by the N₂ and H₂ sorption data at 78 K. Methanol and ethanol sorption by 2 was also studied indicating that the pores filled by these substrates did not induce any structural rearrangement of this sorbent. Addnl., porous coordination polymer 2 was also applied as a heterogeneous catalyst for the condensation of salicylaldehyde or 9-anthracenecarbaldehyde with malononitrile. The best activity of 2 was observed in the case of salicylaldehyde substrate, resulting in up to 88% conversion into 2-imino-2H-chromen-3-carbonitrile. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Recommanded Product: 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Recommanded Product: 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A simple and sensitive intramolecular charge transfer fluorescent probe to detect CN^– in aqueous media and living cells was written by Shahid, Mohammad;Misra, Arvind. And the article was included in Analytical Methods in 2013.Related Products of 55490-87-4 This article mentions the following:

The optical behavior of a simple intramol. charge transfer (ICT) fluorescent probe 1 has been described to detect cyanide (CN^–) selectively for the first time in solution and living cells. The strong emission displayed by 1 is attributed to a decrease in ICT from anthracene to dicyanovinyl group. The change in color of the solution was visible to the naked eye. Probe 1 forms a 1:1 adduct with CN^– with detection limit of 26 ppb. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Related Products of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Related Products of 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Iron- and copper-based bifunctional catalysts for the base- and solvent-free C-N coupling of amines and aryl/benzyl chlorides under aerobic conditions was written by Sharma, Charu;Srivastava, Avinash K.;Sharma, Deepak;Joshi, Raj K.. And the article was included in New Journal of Chemistry in 2022.Recommanded Product: 4-(Benzylamino)benzonitrile This article mentions the following:

The iron chalcogenide carbonyl cluster Fe₃Se₂(CO)₉ and Cu(OAc)₂ were found to be outstanding bimetallic catalysts for the C-N coupling reaction of amines and aryl chlorides. The reaction proceeded under base- and solvent-free conditions at 100°C to produce excellent transformations of N-arylated products in just 4 h. The method worked equally well for all the possible variants of amines, including aliphatic, aromatic and benzylic amine. The present C-N coupling method was highly economical, strongly feasible and showed excellent competence with electron-withdrawing and base-sensitive functionalities. Moreover, it was the first report in which a zero-valent iron complex was explored for C-N coupling reaction. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Recommanded Product: 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Recommanded Product: 4-(Benzylamino)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Substituted benzocarbocycles by palladium-catalyzed cascade reactions featuring a C(sp³)-H activation step was written by Hitce, Julien;Baudoin, Olivier. And the article was included in Advanced Synthesis & Catalysis in 2007.Electric Literature of C8H5Br2N This article mentions the following:

Valuable 4- and 5-membered benzocarbocycles were synthesized via selective Pd-catalyzed cascade reactions which combined C(sp³)-H activation, Heck cyclization, Heck arylation or olefin hydrogenation. In all cases, all mechanistically independent steps were catalyzed by a single multi-functional catalyst, e.g. Pd(OAc)₂/(5-F-2-MeC₆H₃)₃P. One product, (E)-1-ethyl-2-[(3,4,5-trimethoxyphenyl)methylene]benzocyclobutane-1-carbonitrile, showed promising antimicrotubule activity. In the experiment, the researchers used many compounds, for example, 2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9Electric Literature of C8H5Br2N).

2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Electric Literature of C8H5Br2N

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shedding Light on the Lewis Acid Catalysis in Organic Transformations Using a Zn-MOF Microflower and Its ZnO Nanorod was written by Gandhi, Shradha;Sharma, Vandana;Koul, Ishfaq S.;Mandal, Sanjay K.. And the article was included in Catalysis Letters.Application of 55490-87-4 This article mentions the following:

The Lewis acidic nature of both {[Zn₄(μ₃-OH)₂(D-2,4-cbs)₂(H₂O)₄]^.5H₂O}_n(Zn-CBS) and its ZnO nanostructures (ZnO_1, 3D microflower; ZnO_2, 3D polyhedron; and ZnO_3, 1D nanorod) was explored for the comparative study of the C-C and C-N bond forming reactions, such as Knoevenagel condensation, Friedel-Crafts alkylation and Strecker reaction, with various substrates. Notably, the nanorod (ZnO_3) is found to be an exceptionally efficient heterogeneous catalyst in comparison to its parent Zn-CBS for the Knoevenagel condensation reaction showing 100% conversion in 15 min with only 2 mol% catalyst in methanol at 25 °C. Similar catalytic results were obtained in the multicomponent Strecker reaction where ZnO_3 showed an enhanced catalytic activity in water as compared to Zn-CBS. However, for the Friedel-Crafts alkylation reaction, Zn-CBS was better than ZnO_3. These highly efficient catalysts are recyclable for three consecutive runs without any notable change in the catalytic activity. Their mechanism of action for all three reactions is also explained. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Application of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Application of 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts