Category: pyrazoles-derivatives

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called SYNPHOS: a New Atropisomeric Diphosphine Ligand. From Laboratory-scale Synthesis to Scale-up Development, published in 2003-06-30, which mentions a compound: 52287-51-1, mainly applied to SYNPHOS atropisomeric diphosphine ligand preparation ruthenium catalyzed asym hydrogenation; ethylenedioxy biphenyldiyl diphosphine preparation ruthenium catalyzed asym hydrogenation; ketone ruthenium atropisomeric diphosphine complex catalyzed asym hydrogenation, Electric Literature of C8H7BrO2.

A new optically active diphosphine ligand, [(5,6),(5′,6′)-bis(ethylenedioxy)biphenyl-2,2′-diyl]bis(diphenylphosphine) (SYNPHOS) I has been synthesized. Laboratory-scale synthesis and scale-up development of this ligand are described herein. This new atropisomeric diphosphine was also used in ruthenium-catalyzed asym. hydrogenation.

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Pyrazole – Wikipedia,
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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Sodium 6-hydroxy-5-((2-methoxy-5-methyl-4-sulfonatophenyl)diazenyl)naphthalene-2-sulfonate(SMILESS: O=S(C1=CC=C2C(/N=N/C3=CC(C)=C(S(=O)([O-])=O)C=C3OC)=C(O)C=CC2=C1)([O-])=O.[Na+].[Na+],cas:25956-17-6) is researched.Application In Synthesis of 1-(4-Chlorophenyl)pyrrolidin-2-one. The article 《Exploring Chemical Kinetics at Home in Times of Pandemic: Following the Bleaching of Food Dye Allura Red Using a Smartphone》 in relation to this compound, is published in Journal of Chemical Education. Let’s take a look at the latest research on this compound (cas:25956-17-6).

In this communication, a remote exptl. activity in chem. kinetics is described, taking into account the quantification based on the optical sensor of a smartphone. The objective pursued herein is to equip students with the appropriate tools and strategies required to empirically determine the parameters of the rate law including reaction orders, rate constant (k), frequency factor (A), and activation energy (Ea). Typical results of the proposed protocol are shown and discussed in the framework of the bleaching reaction of food dye allura red (RD40) and hypochlorite, as a representative example. A graphical approach of the concentration vs time data measured under the exptl. condition where [RD40] ≪ [ClO-] (isolation method) suggests a first-order kinetics with respect to the dye. In addition, the anal. of the pseudo-first-order constant (kobs) shows a first-order relationship with respect to ClO-. In addition, using the two-point form of the Arrhenius equation, values of 3.22 x 107 s/M and 44.55 kJ/mol were obtained for A and Ea, resp. Interestingly, all the kinetic parameters (reaction orders, k, A, and Ea) are on the same order of magnitude as those previously reported in the literature and acquired with more sophisticated and accurate equipment. This experience provides evidence that it is possible to proceed with remote exptl. activities to deepen the collection and anal. of kinetic data during a pandemic.

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Pyrazole – Wikipedia,
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Grassl, Simon; Singer, Johannes; Knochel, Paul published the article 《Iron-Mediated Electrophilic Amination of Organozinc Halides using Organic Azides》. Keywords: secondary amine preparation; organozinc chloride azide electrophilic amination iron mediated; azides; electrophilic amination; iron-mediated amination; organozinc halides; secondary amines.They researched the compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine( cas:52287-51-1 ).Synthetic Route of C8H7BrO2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:52287-51-1) here.

A wide range of alkyl-, aryl- and heteroarylzinc halides were aminated with highly functionalized alkyl, aryl, and heterocyclic azides. The reaction proceeded smoothly at 50 °C within 1 h in the presence of FeCl3 (0.5 equiv) to furnish the corresponding secondary amines such as RNHR1 [R = 4-MeOC6H4, 3,5-di-MeC6H3, 6-chloro-3-pyridyl, etc.; R1 = cyclopropyl, 4-FC6H4, 4-ClC6H4, etc.] in good yields. This method was extended to peptidic azides and provided the arylated substrates with full retention of configuration. To demonstrate the utility of this reaction, prepared two amine derivatives of pharmaceutical relevance using this iron-mediated electrophilic amination as the key step.

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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, Article, Angewandte Chemie, International Edition called Iridium-Catalyzed Silylation of Five-Membered Heteroarenes: High Sterically Derived Selectivity from a Pyridyl-Imidazoline Ligand, Author is Karmel, Caleb; Rubel, Camille Z.; Kharitonova, Elena V.; Hartwig, John F., which mentions a compound: 1300746-79-5, SMILESS is F[C-](F)([Cu+]1[N]2=C3C4=[N]1C=CC=C4C=CC3=CC=C2)F, Molecular C13H8CuF3N2, Quality Control of (1,10-Phenanthroline)(trifluoromethyl)copper(I).

The steric effects of substituents on five-membered rings are less pronounced than those on six-membered rings because of the difference in bond angles. Thus, the regioselectivities of reactions of five-membered heteroarenes that occur with selectivities dictated by steric effects, such as the borylation of C-H bonds, were poor in many cases. The authors report that the silylation of five-membered-ring heteroarenes occurs with high sterically derived regioselectivity when catalyzed by the combination of [Ir(cod)(OMe)]2 (cod = 1,5-cyclooctadiene) and a phenanthroline ligand or a new pyridyl-imidazoline ligand that further increases the regioselectivity. The silylation reactions with these catalysts produce high yields of heteroarylsilanes from functionalization at the most sterically accessible C-H bonds of these rings under conditions that the borylation of C-H bonds with previously reported catalysts formed mixtures of products or products that are unstable. The heteroarylsilane products undergo cross-coupling reactions and substitution reactions with ipso selectivity to generate heteroarenes that bear halogen, aryl, and perfluoroalkyl substituents.

If you want to learn more about this compound((1,10-Phenanthroline)(trifluoromethyl)copper(I))Quality Control of (1,10-Phenanthroline)(trifluoromethyl)copper(I), you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(1300746-79-5).

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Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Name: 4-Fluoro-1H-indole-3-carboxylic acid. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 4-Fluoro-1H-indole-3-carboxylic acid, is researched, Molecular C9H6FNO2, CAS is 23077-42-1, about Improved synthesis of some fluoroindoles. Author is Kalir, Asher; Balderman, D..

2,5-F2-C6-H3NO2 (109 g.) was treated with 155 g. NCCH2CO2Et and 31.6 g. Na in 1000 ml. EtOH for 2 hrs. to give 26% 4-fluoroanthro-xanonitrile, m. 70-1°. 2,4-(O2N)FC6H3Me (155 g.) was refluxed 14 hrs. with 196 g. N-bromosuccinimide in 600 ml. CCl4 and 2 g. benzoyl peroxide and treated directly with pyridine to give 198 g. I (X = 4-F), m. 201-2°, and 37 g. 2,4-(O2N)FC6H3-CHBr2, m. 63-4°. I (X = 5-F and 6-F), m. 189-90°, and 202-4°, resp., were similarly obtained in 64 and 71% yield. I (X = 4-F) was treated with 150 g. p-ONC6H4NMe2.HCl in 1 l. EtOH and 720 ml. 2.5N NaOH at <5° for 1 hr., and then treated with 1.5 l. 6N H2SO4 to give 86 g. 2-O2N X C6H3CHO (II) (where X = 4-F), m. 32-3°, via III (X = 4-F), m. 165-6°. The following compounds were similarly prepared (X, % yield II, m.p. II, % yield III, and m.p. III given): 5-F, 86, 94-5°, 92, 155-6°; 6-F, 95, 62-3°, 96, 151-2°. II (X = 6-F) was treated with MeNO2 to give 76% 2,4-F(O2N)C6H3CH:CHNO2, m. 84°, which was catalytically reduced to 34-63% 4-fluoroindole, m. 29-30°, accompanied by IV, m. 200° (decomposition). The method of K. and S. Szara (1963) was used to prepare V (R, % yield, and m.p. given): CHO, 73, 190-1°; CH:CMeNO2, 81, 191-2°; CH2CHMeNH2, 64, 103-5° (HCl salt m. 240-1°, picrate m. 222-3°). 6-Fluoro-3-(2-nitrovinyl)indole, m. 190-2°, and 6-fluorotryptamine m. 83-4°, were similarly prepared in 68 and 51% yield, resp. V (R = CHO) (3.5 g.) was treated with 6 g. KMnO4 in 120 ml. Me2CO at <40° to give 47% V (R = CO2H), m. 273° (decomposition). 5-Fluoro-3-indolecarboxylic acid, m. 234-6° (decomposition), and 6-fluoro-3-indolecarboxylic acid, m. 242-4° (decomposition), were similarly prepared in 54 and 48% yield, resp. V (R = CH2CHMeNH2) was less active than the 5-fluoro derivative, but more active than the 6-fluoro derivative in the activity cage test on mice. If you want to learn more about this compound(4-Fluoro-1H-indole-3-carboxylic acid)Name: 4-Fluoro-1H-indole-3-carboxylic acid, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(23077-42-1).

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Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 3-Hydroxy-3-phenylpropanenitrile(SMILESS: N#CCC(O)C1=CC=CC=C1,cas:17190-29-3) is researched.COA of Formula: C5H7Br. The article 《Nucleophilic ring opening of cyclic sulfites – a convenient method for selective functionalization of 1,2-diols》 in relation to this compound, is published in Acta Chemica Scandinavica. Let’s take a look at the latest research on this compound (cas:17190-29-3).

Regioselective nucleophilic ring cleavage of cyclic sulfites I (e.g, R1 = Ph: R2 = H, Me, Ph) with Nu-M+ (e.g., NaN3, sodiodimethylmalonate, Et4N+CN-) afforded R1CHNuCH(OH)R2 in the case of e.g., NaN3, sodiodimethylmalonate, and R1CH(OH)CHNuR2 in the case of Et4N+CN-. Regioselectivity breaks down with Nu- = Cl-.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Pure quadrupole resonance determinations of molecular charge distributions. II. Substituted pyrimidines》. Authors are Hooper, H. O.; Bray, P. J..The article about the compound:2-Amino-4,6-dichloro-5-methylpyrimidinecas:7153-13-1,SMILESS:CC1=C(N=C(N)N=C1Cl)Cl).Name: 2-Amino-4,6-dichloro-5-methylpyrimidine. Through the article, more information about this compound (cas:7153-13-1) is conveyed.

cf. C.A. 52, 7796a. The amount of double-bond character of the C-Cl bond at the 2, 4, and 6 positions was estimated from the Cl pure quadrupole resonance frequencies for the following compounds: 4-amino-6-chloro-2-methylthiopyrimidine, 6-chloro-2,4-dimethoxypyrimidine, 2,4-diamino-6-chloropyrimidine, 4,6-dichloropyrimidine, 2,4-dichloro-6-methylpyrimidine, 2,4-dichloro-5-methylpyrimidine, 2,4-dichloropyrimidine, 2,4,6-trichloropyrimidine, 2,4,5,6-tetrachloropyrimidine, 2-amino-4-chloro-6-methylpyrimidine, 2-amino-4,6-dichloro-5-methylpyrimidine, and 2-amino-5-chloropyrimidine-4-carboxylic acid. If it is assumed that the N’s have a weak inductive effect on adjacent ring positions, the calculated values for the amount of double-bond character agree well with data obtained from experiments with Zeeman splitting techniques applied to pure quadrupole resonance spectra.

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Pyrazole – Wikipedia,
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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Amino-4,6-dichloro-5-methylpyrimidine(SMILESS: CC1=C(N=C(N)N=C1Cl)Cl,cas:7153-13-1) is researched.Electric Literature of C17H18Cl2N2. The article 《Combining Quantum Mechanical Ligand Conformation Analysis and Protein Modeling to Elucidate GPCR-Ligand Binding Modes》 in relation to this compound, is published in ChemMedChem. Let’s take a look at the latest research on this compound (cas:7153-13-1).

2-Aminopyrimidine ligands with flexible and rigid side chains was synthesized to investigate the role of ligand conformation in H4R ligand binding. The ligand binding conformations and orientations in the H4R binding pocket was elucidated. The combined ligand- and protein-ligand modeling method can be used as a general approach to investigate the binding modes of flexible side chains of ligands with other protein targets.

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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: 3-Hydroxy-3-phenylpropanenitrile( cas:17190-29-3 ) is researched.Category: pyrazoles-derivatives.Kalvoda, Jaroslav; Kaufmann, Heinz published the article 《Cleavage of carbon-carbon double bonds by a novel cycloaddition-cycloreversion sequence》 about this compound( cas:17190-29-3 ) in Journal of the Chemical Society, Chemical Communications. Keywords: cycloaddition dipolar ethoxycarbonylformonitrile alkene; decarboxylation isoxazolinecarboxylate; androstane methylene cycloaddition ethoxycarbonylformonitrile; styrene cycloaddition ethoxycarbonylformonitrile; stilbene cycloaddition ethoxycarbonylformonitrile. Let’s learn more about this compound (cas:17190-29-3).

Carbon-carbon double bonds are cleaved with simultaneous generation of a carbonyl compound and a nitrile by a sequence involving 1,3-dipolar cycloaddition of EtO2CCNO to the alkene, followed by hydrolysis of the 3-ethoxycarbonylisoxazoline, which is formed, to give the free acid, and subsequent thermal decarboxylation. Thus treatment of the 3-methylene steroid I (RR1 = CH2, R2 = Ac) with EtO2CCNO gave 39% spiroisoxazoline II (R = Et, R2 = Ac) which on saponification with KOH-MeOH-H2O at 20° gave the free acid II (R = R2 = H). Subsequent thermal decarboxylation of II (R = R2 = H) at 130° in DMF for 1 hr gave 90-2% hydroxynitrile I (R = OH, R1 = CH2CN, R2 = H). Styrene and stilbene underwent similar reactions.

There is still a lot of research devoted to this compound(SMILES：N#CCC(O)C1=CC=CC=C1)Category: pyrazoles-derivatives, and with the development of science, more effects of this compound(17190-29-3) can be discovered.

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Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application In Synthesis of 3-Hydroxy-3-phenylpropanenitrile. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 3-Hydroxy-3-phenylpropanenitrile, is researched, Molecular C9H9NO, CAS is 17190-29-3, about Highly regioselective conversion of epoxides to β-hydroxy nitriles with cyanide exchange resin. Author is Tamami, B.; Iranpoor, N.; Rezaei, R..

A simple and regioselective method is described for the efficient conversion of epoxides to β-hydroxy nitriles using Amberlite IRA-400-supported cyanide. The reactions occur in the absence of catalyst and furnish the corresponding β-hydroxy nitriles in high yields.

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Reference:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics