Category: 13788-92-6

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

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

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

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

Wang, Huai-Wei; Wu, Jia-Xue; Qiao, Yu-Han; Li, Yong-Fei; Li, Da-Cheng; Dou, Jian-Min; Yao, Qing-Xia; Lu, Yi published the artcile< RhIII-Catalyzed Direct Heteroarylation of C(sp3)-H and C(sp2)-H Bonds in Heterocycles with N-Heteroaromatic Boronates>, Recommanded Product: 1-(4-Bromophenyl)-1H-pyrazole, the main research area is methyl quinoline heteroaryl boronate rhodium catalyst heteroarylation; heteroaryl methyl quinoline preparation; phenyl pyridine heteroaryl boronate rhodium catalyst heteroarylation; heteroaromatic phenyl pyridine preparation.

A RhIII-catalyzed heteroarylation of C(sp3)-H and C(sp2)-H bonds in heterocycles with organoboron reagents were disclosed. This protocol displayed high efficiency and excellent functional group tolerance. A range of heterocyclic boronates with strong coordinating atoms, including pyridine, pyrimidine, pyrazole, thiophene and furan derivatives, extensively served as the coupling reagents. The direct heteroarylation method could supply potential application in terms of the synthesis of drug mols. with multiple heterocycles.

Organic Letters published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 13788-92-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Recommanded Product: 1-(4-Bromophenyl)-1H-pyrazole.

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

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

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

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

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