Tag: M.W=100-200

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The reduction of pyridine derivatives with lithium aluminum hydride》. Authors are Bohlmann, Ferdinand; Bohlmann, Magdalene.The article about the compound:Pyridine-3,5-dicarbonitrilecas:1195-58-0,SMILESS:N#CC1=CC(C#N)=CN=C1).COA of Formula: C7H3N3. Through the article, more information about this compound (cas:1195-58-0) is conveyed.

When pyridine derivatives (I) with CO2Et or CN groups at the 3- and 5-positions are treated with LiAlH4 (II) the ring system is attacked first; when the 2-, 4-, and 6-positions are substituted, the functional group are reduced. The reductions are carried out by adding a large excess of II in ether to the I in absolute ether with stirring and ice-cooling, treating the mixture with saturated NH4Cl solution, and evaporating the washed ether solution Reduction of 5 g. di-Et 2,6-lutidine-3,5-dicarboxylate in 50 cc. ether with 780 mg. II in 40 cc. ether gives 40% Et 3-hydroxymethyl-2,6-lutidine-5-carboxylate, m. 100-1°; when the mixture is refluxed 2 hrs. 65% 3,5-bis(hydroxymethyl)-2,6-lutidine, m. 141-2°, is obtained. Reduction of di-Me dinicotinate gives 50% di-Me 1,4-dihydrodinicotinate, m. 150-60°, λmaximum 220, 375 mμ (MeOH). Reduction of di-Me 2-methyl-dinicotinate also gives a dihydro derivative, b0.02 115-20°, yellow needles, m. 126°, λmaximum 220, 375 mμ (MeOH). Reduction of 10 g. 2-chloropyridine (III) with 1 g. II at 0° gives unchanged III. Reduction of 1 g. Et picolinate gives 2-pyridine methanol (picrate m. 159°). Reduction of Et 2-pyridyl-acetate gives 2-pyridineëthanol, b15 120° (picrate, m. 120°). Refluxing 50 g. dinicotinic acid with 150 cc. SOCl2 15 hrs. and treating the acid chloride with NH4OH give 26 g. diamide, m. 302°, which, warmed in 130 cc. C5H5N with 19 cc. POCl3 3 hrs at 60°, yields 15 g. dinitrile (IV), m. 113° after sublimation at 70°/1 mm. Reduction of 1 g. IV in 20 cc. ether with 300 mg. II in 10 cc. ether gives 1,4-dihydrodinicotinonitrile, yellow crystals, m. 197°, λmaximum 360 mμ (MeOH). Similar reduction of 0.43 g. 2,6-lutidine-3,5-dicarbonitrile gives the 1,4-dihydro derivative, yellow crystals, m. 225°, λmaximum 362.5 mμ (MeOH). Catalytic hydrogenation of 0.5 g. IV in 20 cc. MeOH 3 hrs. with 50 mg. PtO2, 0.5 g., gives a dihydro derivative with λmax. 360 mμ which reduces neutral AgNO3. Adding (0.5 hr.) 6.5 g. II in 300 cc. ether to 46 g. Me nicotinate in 300 cc. ether at 0°, decomposing the mixture with NH4Cl, and distilling the residue of the ether extract give 31.3 g. 3-pyridine methanol, b0.1 110° (picrate, m. 158-60°). The difference in the behavior of the pyridine esters and nitriles toward II is explained as resulting from the different polarization of the pyridine rings in these compounds

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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 23002-78-0, is researched, SMILESS is CC(C1=CSC(C)=N1)=O, Molecular C6H7NOSJournal, Article, Synlett called An efficient protocol for the oxidative hydrolysis of ketone SAMP hydrazones employing SeO2 and H2O2 under buffered (pH 7) conditions, Author is Smith, Amos B. III; Liu, Zhuqing; Simov, Vladimir, the main research direction is SAMP hydrazone ketone oxidative hydrolysis selenium oxide hydrogen peroxide.Product Details of 23002-78-0.

An effective oxidative protocol for the liberation of ketones from SAMP hydrazones employing peroxyselenous acid under aqueous buffered conditions (pH 7) has been developed. The procedure proceeds without epimerization of adjacent stereocenters or dehydration, in representative SAMP alkylation and aldol reaction adducts, resp.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Pyridine-3,5-dicarbonitrile, is researched, Molecular C7H3N3, CAS is 1195-58-0, about Reduction of 3,5-disubstituted pyridines to dihydropyridines, the main research direction is pyridinecarboxylate reduction; solvent effect reduction pyridinecarboxylate.Related Products of 1195-58-0.

The pyridines (I, R = Me, Et) underwent reduction with NaBH4 to give mixtures of the corresponding 1,4- II and 1,2-dihydropyridines III, resp. The compositions of the isomer mixtures produced in various solvents were determined Reduction of I by NaBH3CN and by B2H6 gave II and III (R = Me, Et), resp.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 7661-33-8, is researched, Molecular C10H10ClNO, about Efficient Synthesis of N-Substituted 2,4-Azepandione Ring System as an Active Intermediate for Heterocyclic Syntheses, the main research direction is azepandione preparation; butanoate acetylarylamino ethyl cyclization.SDS of cas: 7661-33-8.

An improved efficient synthesis for 2,4-azepandiones I [R = H, CH3, Cl; R1 = H, CO2CH3] could be achieved by a careful control of the reaction conditions to cyclize Et 4-(N-acetylarylamino)butanoates 4-R-2-R1C6H3N[(CH2)3CO2CH2CH3]C(O)CH3, resp. Et 4-arylamino butanoates 4-R-2-R1C6H3NH(CH2)3C(O)2CH2CH3 was prepared by stirring the Et 4-bromobutanoate and substituted anilines 4-R-2-R1C6H3NH2 at room temperature Then, they were acetylated with acetyl chloride and triethylamine under the conditions that avoid the formation of 2-pyrrolidinone derivatives II. Due to the rapid decomposition of Et 4-(N-acetylarylamino)butanoates to Et 4-arylaminobutanoates, the reaction mixture was directly transferred without workup to the next cyclization step. The azepandione synthesis was favored by using a weak base at low temperature, where it was in a competition with the other modes of ring closure. The structures of the new compounds were supported by correct anal. and spectral data.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Bhunia, Subhajit; De, Subhadip; Ma, Dawei researched the compound: 1-(4-Chlorophenyl)pyrrolidin-2-one( cas:7661-33-8 ).Computed Properties of C10H10ClNO.They published the article 《Room Temperature Cu-Catalyzed N-Arylation of Oxazolidinones and Amides with (Hetero)Aryl Iodides》 about this compound( cas:7661-33-8 ) in Organic Letters. Keywords: aryl oxazolidinone preparation arylamide copper catalyst; oxazolidinone amide heteroaryl iodide arylation. We’ll tell you more about this compound (cas:7661-33-8).

N,N′-Bis(pyridin-2-ylmethyl)oxalamide (BPMO) was found to be an apposite promoter for the Cu-catalyzed N-arylation of oxazolidinones and primary and secondary amides with (hetero)aryl iodides at room temperature Excellent chemoselectivity reached between aryl iodides and aryl bromides, and a wide range of functional groups tolerated the reaction conditions, which led to the formation of greatly diverse N-arylation products.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Computational & Theoretical Chemistry called Additivity of substituent effects on the proton affinity and gas-phase basicity of pyridines, Author is Ebrahimi, A.; Habibi-Khorasani, S. M.; Jahantab, M., which mentions a compound: 1195-58-0, SMILESS is N#CC1=CC(C#N)=CN=C1, Molecular C7H3N3, COA of Formula: C7H3N3.

The change in the proton affinity (PA) and basicity (GB) of pyridine with substituents have been considered by quantum mech. methods at the B3LYP/6-311++G(d,p) level of theory. The PA and GB values increase by the electron-donating substituents and decrease by the electron-withdrawing substituents. The effects of substituents on the PA and GB are approx. additive. The deviations of changes that are predicted from the additivity of substituent effects are generally lower than 30% from the calculated changes. Linear relationships are observed between the calculated PA values of substituted pyridines and the topol. properties of electron d., the mol. electrostatic potentials (MEP), and the N-H bond lengths. In addition, well-defined relations are established between the calculated PA values and the Hammett constants, and the reaction constant (ρ) has been calculated for the protonation reaction. With some exceptions, the effect of substituents are also additive on the electron d. and its Laplacian calculated at N-H BCP, and the MEP values calculated around the N atom.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Prince, Robin J.; Gao, Fang; Pazienza, Jessica E.; Marx, Isaac E.; Schulz, Jurgen; Hopkins, Brian T. researched the compound: 1-(4-Chlorophenyl)pyrrolidin-2-one( cas:7661-33-8 ).Quality Control of 1-(4-Chlorophenyl)pyrrolidin-2-one.They published the article 《Utilization of Cyclic Amides as Masked Aldehyde Equivalents in Reductive Amination Reactions》 about this compound( cas:7661-33-8 ) in Journal of Organic Chemistry. Keywords: cyclic amide masked aldehyde equivalent reductive amination. We’ll tell you more about this compound (cas:7661-33-8).

An operationally simple protocol has been discovered that couples primary or secondary amines with N-aryl-substituted lactams to deliver differentiated diamines in moderate to high yields. The process allows for the partial reduction of a lactam in the presence of Cp2ZrHCl (Schwartz’s reagent), followed by a reductive amination between the resulting hemiaminal and primary or secondary amine. These reactions can be telescoped in a one-pot fashion to significantly simplify the operation. The scope of amines and substituted lactams of various ring sizes was demonstrated through the formation of a range of differentiated diamine products. Furthermore, this methodol. was expanded to include N-aryl pyrrolidinone substrates with an enantiopure ester group at the 5-position, and α-amino piperidinones were prepared with complete retention of stereochem. information. The development of this chem. has enabled the consideration of lactams as useful synthons.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Ghosh, Arun K.; Pandey, Satyendra; Gangarajula, Sudhakar; Kulkarni, Sarang; Xu, Xiaoming; Rao, Kalapala Venkateswara; Huang, Xiangping; Tang, Jordan researched the compound: 1-(2-Methylthiazol-4-yl)ethanone( cas:23002-78-0 ).Application of 23002-78-0.They published the article 《Structure-based design, synthesis, and biological evaluation of dihydroquinazoline-derived potent β-secretase inhibitors》 about this compound( cas:23002-78-0 ) in Bioorganic & Medicinal Chemistry Letters. Keywords: aminodihydroquinazoline preparation secretase inhibitor; quinazoline aminodihydro preparation secretase inhibitor. We’ll tell you more about this compound (cas:23002-78-0).

Structure-based design, synthesis, and biol. evaluation of a series of 2-amino-3,4-dihydroquinazoline-derived β-secretase inhibitors incorporating thiazole and pyrazole-derived P2-ligands are described. One inhibitor showed potent enzyme inhibitory (Ki = 13 nM) and cellular (IC50 = 21 nM in neuroblastoma cells) assays. The model of this compound suggested possible interactions in the active site.

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Product Details of 1195-58-0. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Pyridine-3,5-dicarbonitrile, is researched, Molecular C7H3N3, CAS is 1195-58-0, about In Situ Generation of Electrolyte inside Pyridine-Based Covalent Triazine Frameworks for Direct Supercapacitor Integration. Author is Troschke, Erik; Leistenschneider, Desiree; Rensch, Tilo; Graetz, Sven; Maschita, Johannes; Ehrling, Sebastian; Klemmed, Benjamin; Lotsch, Bettina V.; Eychmueller, Alexander; Borchardt, Lars; Kaskel, Stefan.

The synthesis of porous electrode materials is often linked with the generation of waste that results from extensive purification steps and low mass yield. In contrast to porous carbons, covalent triazine frameworks (CTFs) display modular properties on a mol. basis through appropriate choice of the monomer. Herein, the synthesis of a new pyridine-based CTF material is showcased. The porosity and nitrogen-doping are tuned by a careful choice of the reaction temperature An in-depth structural characterization by using Ar physisorption, XPS, and Raman spectroscopy was conducted to give a rational explanation of the material properties. Without any purification, the samples were applied as sym. supercapacitors and showed a specific capacitance of 141 F g-1. Residual ZnCl2, which acted formerly as the porogen, was used directly as the electrolyte salt. Upon the addition of water, ZnCl2 was dissolved to form the aqueous electrolyte in situ. Thereby, extensive and time-consuming washing steps could be circumvented.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1-(4-Chlorophenyl)pyrrolidin-2-one( cas:7661-33-8 ) is researched.Formula: C10H10ClNO.Lebedev, A. T.; Mazur, D. M.; Kudelin, A. I.; Fedotov, A. N.; Gloriozov, I. P.; Ustynyuk, Yu. A.; Artaev, V. B. published the article 《Cyclization of N-arylcyclopropanecarboxamides into N-arylpyrrolidinones-2 under electron ionization and in the condensed phase》 about this compound( cas:7661-33-8 ) in Rapid Communications in Mass Spectrometry. Keywords: cyclization arylcyclopropanecarboxamide arylpyrrolidinone electron ionization condensed phase. Let’s learn more about this compound (cas:7661-33-8).

Mass spectrometry is known as an excellent method to predict the behavior of organic compounds in solution The behavior of organic compounds in the gas-phase inside an ion source of a mass spectrometer allows their intrinsic properties to be defined, avoiding the influence of intermol. interactions, counter ions and solvent effects. Arylpyrrolidinones-2 were obtained by condensed phase synthesis from the corresponding N-arylcyclopropanecarboxamides. Electron ionization (EI) with accurate mass measurements by high-resolution time-of-flight mass-spectrometry and quantum chem. calculations were used to understand the behavior of the mol. radical cations of N-arylcyclopropanecarboxamides and N-arylpyrrolidinones-2 in the ion source of a mass spectrometer. The geometries of the mols., transition states, and intermediates were fully optimized using DFT-PBE calculations Fragmentation schemes, ion structures, and possible mechanisms of primary isomerization were proposed for isomeric N-arylcyclopropanecarboxamides and N-arylpyrrolidinones-2. Based on the fragmentation pattern of the N-arylcyclopropanecarboxamides, isomerization of the original M+· ions into the M+· ions of the N-arylpyrrolidinones-2 was shown to be only a minor process. On the contrary, this cyclization proceeds easily in the condensed phase in the presence of the Bronsted acids. Based on the exptl. data and quantum chem. calculations the principal mechanism of decomposition of the mol. ions of N-arylcyclopropanecarboxamides involves their direct fragmentation without any rearrangements. An alternative mechanism is responsible for the isomerization of a small portion of the higher energy mol. ions into the corresponding N-arylpyrrolidinones-2 ions.

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