Category: pyrazoles-derivatives

Rajabzadeh, Maryam; Najdi, Nahid; Zarei, Zeinab; Khalifeh, Reza published the artcile< CuI Immobilized on Tricationic Ionic Liquid Anchored on Functionalized Magnetic Hydrotalcite (Fe3O4/HT-TIL-CuI) as a Novel, Magnetic and Efficient Nanocatalyst for Ullmann-Type C-N Coupling Reaction>, Application In Synthesis of 13788-92-6, the main research area is magnetic nanocatalyst hydrotalcite tricationic ionic liquid Ullmann type reaction.

One of the most important reactions in organic synthesis is Ullmann-type C-N coupling reaction which has been used for preparation of numerous biol. active compounds In this work, CuI immobilized on tricationic ionic liquid anchored on functionalized magnetic hydrotalcite (Fe3O4/HT-TIL-CuI) has been successfully prepared and fully characterized by different techniques, including fourier-transform IR spectroscopy, vibrating sample magnetometer, thermo gravimetric anal., transmission electron microscopy, field-emission SEM, energy dispersive X-ray spectroscopy, elemental mapping, zeta potential, X-ray diffraction, temperature programed desorption of ammonia (NH3-TPD), temperature-programmed reduction and inductively coupled plasma. The results showed that the as-prepared nanocatalyst possesses plate-like morphol. with approx. size of 50 nm and superparamagnetic behavior. Also, total acidity and total hydrogen consumption of the nanocatalyst were measured to be 8.5 and 1.41 mmol g-1, resp. This nanocatalyst exhibited favorable performance for C-N coupling reaction among a variety of aryl halides and N(H)-heterocycles (benzimidazoles, pyrazoles and triazoles) in the presence of 2.5 mol% of nanocatalyst without any additives under air atm. revealing high yields in all cases. Besides, it is noted that in the present system the desired product can be easily and quickly isolated and nanocatalyst also recovered magnetically from the reaction mixture employing a permanent magnet for at least six consecutive trials without a discernible decrease in catalytic activity which makes the proposed methodol. appropriate for industrial. The findings demonstrated the advantages of the present method as no need for neutral atm., appropriate times, recyclability of the catalyst, broad substrate scope, minimization of chem. waste, simple purification of products, easy workup process, and high yields.

Journal of Inorganic and Organometallic Polymers and Materials published new progress about Coupling reaction. 13788-92-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Application In Synthesis of 13788-92-6.

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

Browne, Duncan L.; Helm, Matthew D.; Plant, Andrew; Harrity, Joseph P. A. published the artcile< A sydnone cycloaddition route to pyrazole boronic esters>, SDS of cas: 1002334-12-4, the main research area is pyrazole boronate preparation cycloaddition dipolar sydnone alkynylboronate; regioselectivity dipolar cycloaddition alkynylboronate sydnone preparation pyrazolylboronic acid.

Regioselective 1,3-cycloaddition of N-methylsydnone with alkynylboronates gave 4-pyrazolylboronic acids. Cycloaddition of pinacol alkynylboronate R1CCB(OCMe2)2 with 3-R1-5-oxy-1,2,3-oxadiazole (N-R1-sydnone) in xylene at reflux gave 1-R1-3-R2-4-B(OCMe2)-1H-pyrazoles (3a-12a; R1 = Ph, 4-MeOC6H4, 4-NO2C6H4; R2 = Ph, Bu, Me3Si, H) together with their regioisomeric 1-R1-4-R2-3-B(OCMe2)-1H-pyrazoles (3b-12b, same R1, R2) with 54-83% yields and 2:1 to 100% a/b regioselectivity. Functionalization of the products by Suzuki coupling and N-deprotection processes highlight the potential synthetic utility of these species.

Angewandte Chemie, International Edition published new progress about 1,3-Dipolar cycloaddition reaction. 1002334-12-4 belongs to class pyrazoles-derivatives, and the molecular formula is C15H19BN2O2, SDS of cas: 1002334-12-4.

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

Aguilar-parrilla, Francisco; Cativiela, Carlos; Diaz de Villegas, M. Dolores; Elguero, Jose; Foces-Foces, Concepcion; Garcia Laureiro, Jose Ignacio; Hernandez Cano, Felix; Limbach, Hans Heinrich; Smith, John A. S.; Toiron, Catherine published the artcile< The tautomerism of 3(5)-phenylpyrazoles: an experimental (proton, carbon-13, and nitrogen-15 NMR and x-ray crystallography) study>, Category: pyrazoles-derivatives, the main research area is tautomerism pyrazole derivative multinuclear NMR; association pyrazole derivative.

3(5)-Phenyl- and 5(3)-methyl-3(5)-phenylpyrazole have been studied using multinuclear NMR spectroscopy at low temperature to determine the tautomeric equilibrium constants in the slow proton exchange regime by simple signal integration. To compare the results in solution and in the solid state, the x-ray structure of 4-bromo-3-phenylpyrazole was determined 3(5)-Phenylpyrazoles exist in solution as mixtures rich in the 3-Ph tautomer, which is also the tautomer present in the solid state, whereas they form monomers which are hydrogen bonded to the solvent in liquids like THF and self-associate in inert solvents.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about Hydrogen bond. 13808-65-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Category: pyrazoles-derivatives.

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

Zheng, Yanling; Long, Yang; Gong, Huihua; Xu, Jiaqi; Zhang, Chunchun; Fu, Haiyan; Zheng, Xueli; Chen, Hua; Li, Ruixiang published the artcile< Ruthenium-Catalyzed Divergent Acceptorless Dehydrogenative Coupling of 1,3-Diols with Arylhydrazines: Synthesis of Pyrazoles and 2-Pyrazolines>, Synthetic Route of 13788-92-6, the main research area is propanediol phenylhydrazine ruthenium catalyst dehydrogenative coupling reaction; pyrazole preparation; pyrazoline preparation.

Herein, the divergent transformations of 1,3-diols with arylhydrazines via acceptorless dehydrogenative coupling reactions to selectively synthesize pyrazoles and 2-pyrazolines were reported, which were based on Ru3(CO)12/NHC-phosphine-phosphine catalytic systems. The reactions featured low catalyst loading, high selectivity, wide substrate scope, and good yields, with only water and hydrogen gas (H2) as the byproducts.

Organic Letters published new progress about Hydrazines Role: RCT (Reactant), RACT (Reactant or Reagent). 13788-92-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Synthetic Route of 13788-92-6.

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

Machado, Antonio S.; de Carvalho, Flavio S.; Mouraa, Rayssa B. P.; Chaves, Lorrayne S.; Liao, Luciano M.; Sanz, German; Vaz, Boniek G.; Rodrigues, Marcella F.; Romao, Wanderson; Menegatti, Ricardo; Silva, Gloria N. S. published the artcile< Comparison of Conventional and Microwave Synthesis of Phenyl-1H-pyrazoles and Phenyl-1H-pyrazoles-4-carboxylic Acid Derivatives>, Name: 1-(4-Bromophenyl)-1H-pyrazole, the main research area is carboxylic acid phenyl pyrazole preparation green chem microwave irradiation; carbaldehyde phenyl pyrazole oxidation; phenyl pyrazole preparation green chem microwave irradiation; phenylhydrazine tetramethoxypropane heterocyclization; Pyrazole; conventional heating; heterocycle; microwave irradiation.; privileged scaffolds; synthesis.

The purpose of this study was the optimization of the conventional synthesis of the pyrazole rings I (R1 = H) and the oxidation of phenyl-1H-pyrazole-4-carbaldehydes I (R = H, 2-Cl, 3-Br, 4-CF3, etc.; R1 = CHO) to phenyl-1H-pyrazole-4-carboxylic acids I (R1 = COOH) through Microwave- Assisted Organic Synthesis (MAOS). A comparison between conventional synthesis and conventional synthesis with microwave heating using the synthesis method of pyrazole ring described by Finar and Godfrey and for the oxidation of phenyl-1H-pyrazole-4-carbaldehyde, and the method described by Shriner and Kleiderer was used. MAOS reduces the reaction time to obtain all compounds compared to conventional heating. At a temperature of 60°C, 5 min of reaction time, and power of 50 W, the yield of phenyl-1H-pyrazoles I (R1 = H) was in the range of 91 – 98% using MAOS, which is better than conventional heating (72 – 90%, 75°C, 2 h). An improvement in the yield for the oxidation reaction was also achieved with MAOS. The compounds I (R1 = COOH) were obtained with yields ranging from 62 – 92% (80°C, 2 min, 150 W), while the yields with conventional heating were in the range of 48 – 85% (80°C, 1 h). The 26 compounds I were achieved through an easy work-up procedure with no chromatog. separation

Current Organic Synthesis published new progress about Aromatic carboxylic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 13788-92-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Name: 1-(4-Bromophenyl)-1H-pyrazole.

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

Mills, L. Reginald; Graham, Joshua M.; Patel, Purvish; Rousseaux, Sophie A. L. published the artcile< Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation>, Related Products of 13788-92-6, the main research area is benzonitrile preparation; aryl halide phenol methyl phenyl malononitrile reductive cyanation; nickel catalyst.

Herein, Ni-catalyzed reductive coupling for the synthesis of benzonitriles from aryl(pseudo)halides and an electrophilic cyanating reagent, 2-methyl-2-Ph malononitrile (MPMN) is reported. MPMN is a bench-stable, carbon-bound electrophilic CN reagent that does not release cyanide under the reaction conditions. A variety of medicinally relevant benzonitriles can be made in good yields. Addition of NaBr to the reaction mixture allows for the use of more challenging aryl electrophiles such as aryl chlorides, tosylates, and triflates. Mechanistic investigations suggest that NaBr plays a role in facilitating oxidative addition with these substrates.

Journal of the American Chemical Society published new progress about Aromatic nitriles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 13788-92-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Related Products of 13788-92-6.

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

Norman, Natalie J.; Bao, Si Tong; Curts, Lynne; Hui, Tiffani; Zheng, Shao-Liang; Shou, Tiffany; Zeghibe, Ana; Burdick, Izzy; Fuehrer, Hannah; Huang, Adrian published the artcile< Highly Selective N-Alkylation of Pyrazoles: Crystal Structure Evidence for Attractive Interactions>, Application of C9H7BrN2, the main research area is alkyl pyrazole preparation regioselective crystal structure; pyrazole electrophile Michael reaction.

Inspired by crystal structures, authors designed and achieved a catalyst-free Michael reaction for the preparation of an N1-alkyl pyrazoles I (R1 = 3-CF3, 3-COOEt, 3-NO2-4-Br, etc.; R2 = CN, COOEt) in a high yield (>90%) with excellent regioselectivity (N1/N2 > 99.9:1). The scope of this protocol has been extended to accomplish the first general regioselective N1-alkylation of 1H-pyrazoles to give di-, tri-, and tetra-substituted pyrazoles in a single step. The resulting pyrazoles bear versatile functional groups such as bromo, ester, nitro, and nitrile, offering opportunities for late-stage functionalization. This efficient methodol. will have an impact on drug discovery, as several Food and Drug Administration-approved drugs are pyrazole derivatives A working hypothesis for the regioselectivity is proposed. X-ray crystal structures of the products that highlight the attractive interactions are discussed. This report provides a rare source for the further elucidation of the attractive interactions because the isomeric ratios and the crystal structures are directly related.

Journal of Organic Chemistry published new progress about Bond angle. 13808-65-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Application of C9H7BrN2.

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

Fayos, Jose; Infantes, Lourdes; Cano, F. H. published the artcile< Neural Network Prediction of Secondary Structure in Crystals: Hydrogen-Bond Systems in Pyrazole Derivatives>, Synthetic Route of 13808-65-6, the main research area is neural network prediction secondary structure crystal hydrogen bond pyrazole.

With the purpose of predicting by neural networks some structural properties of crystals, in particular, the types of secondary structure built by H bonds, 46 mols., containing the pyrazole ring, were codified in vectors of equal dimension. Looking for an unbiased codification, the authors selected the components of these vectors from the 1-dimensional Fourier transform of the corresponding three-dimensional mol. charge distribution. Matrixes of similarity and similarity maps of Kohonen’s trained networks have allowed classification of the mols., as a previous step before prediction of their H-bond system. Thus, the authors have worked under the hypothesis that this mol. codification contains information relevant to the structural level in crystals. The classes obtained show correlation with the previously known secondary structure of the corresponding crystals. Then, the authors have achieved, by training a neural network with some mol. vectors supervised by their coded secondary structure, a significant prediction of the type of secondary structure for the rest of the mols. This mol. codification seems also to account for other noncovalent mol. interactions involved in the packing.

Crystal Growth & Design published new progress about Hydrogen bond. 13808-65-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Synthetic Route of 13808-65-6.

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

Sidhom, Ameni; Soule, Jean-Francois; Doucet, Henri; Allouche, Fatma published the artcile< Reactivity of 5-aminopyrazoles bearing a cyclopropyl group at C3-position in palladium-catalyzed direct C4-arylation>, Reference of 118430-74-3, the main research area is cyclopropyl methyl pyrazolamine bromobenzene palladium catalyst chemoselective regioselective arylation; phenyl cyclopropyl methyl pyrazolamine green preparation.

Pyrazole derivatives bearing a cyclopropyl group at C3-position and an amino substituent at C5 were successfully employed in palladium-catalyzed direct arylations. These couplings were performed using air-stable PdCl(C3H5)(dppb) catalyst associated to KOAc as inexpensive base and afforded regioselectively the C4-arylated pyrazoles without decomposition of the cyclopropyl unit and formation of amination products. A wide variety of functional groups on the aryl bromide including electron-withdrawing and electron-donating ones such as nitrile, nitro, propionyl, ester, trifluoromethyl, chloro, fluoro or methoxy was tolerated. Moreover, from 5-aminopyrazoles bearing N-2′-bromoaryl or 2′-bromobenzenesulfonamide substituent on the amino group, intramol. Pd-catalyzed direct arylations allowed the formation of tricyclic compounds by formation of 5- or 6-membered rings.

Catalysis Communications published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Reference of 118430-74-3.

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

Liu, Wei; Deng, Wei; Sun, Saisai; Yu, Chunyan; Su, Xubo; Wu, Aliang; Yuan, Youlang; Ma, Zhonglin; Li, Ke; Yang, Hongfang; Peng, Xuanjia; Dietrich, Justin published the artcile< A Strategy for the Synthesis of Sulfonamides on DNA>, HPLC of Formula: 13788-92-6, the main research area is sulfonamide DNA preparation sulfinic acid sulfinate amine ligation.

An efficient method is reported to synthesize sulfonamides on DNA from sulfinic acids or sodium sulfinates and amines in the presence of iodine under mild conditions. This method demonstrates a major expansion of scope of sulfonamide formation on DNA through the utilization of a novel sodium carbonate-sodium sulfinate bifunctional reagent class.

Organic Letters published new progress about Amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (DNA-conjugated). 13788-92-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, HPLC of Formula: 13788-92-6.

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