Month: October 2022

In 2019,ChemistrySelect included an article by Vaarla, Krishnaiah; Karnewar, Santosh; Panuganti, Devayani; Peddi, Saikiran Reddy; Vedula, Rajeswar Rao; Manga, Vijjulatha; Kotamraju, Srigiridhar. Product Details of 614-16-4. The article was titled 《3-(2-(5-Amino-3-aryl-1H-pyrazol-1-yl)thiazol-4-yl)-2H-chromen-2-ones as Potential Anticancer Agents: Synthesis, Anticancer Activity Evaluation and Molecular Docking Studies》. The information in the text is summarized as follows:

In an effort to design and develop efficient anticancer agents here, the synthesis, anticancer activity and mol. docking studies of new 3-(2-(5 amino-3-aryl-1H-pyrazol-1-yl)thiazol-4-yl)-2H-chromen-2-ones I (R = H, Cl, OCH3 etc.; R1 = H, Cl, Br, etc.; R2 = H, Br, C6H5) is reported. The target products were synthesized via a facile one pot multicomponent approach by utilizing various substituted 3-(2-bromoacetyl)coumarins, thiosemicarbazide and benzoylacetonitriles with excellent yields. All the synthesized compounds were screened for their anticancer activity against five human cancer cell lines [L1210, CEM, DU-145, HeLa, and MCF-7]. Among the tested compounds, 6-diethylamino substituted compound I (R = R2 = H; R1 = N(CH2CH3)2) exhibited excellent potency against tested cancer cell lines, whereas 6,8-ditert-Bu substituted compound I (R = R1 = C(CH3)3; R2 = H) showed promising activity against DU-145 and MCF-7 cancer cell lines with IC50 values of 7 +/- 1 and 9 +/- 6 μM. Mol. docking study was carried out in order to understand the most plausible binding site interactions of the compounds with human Epidermal growth factor receptor (EGFR). In the experiment, the researchers used many compounds, for example, 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Product Details of 614-16-4)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.Product Details of 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Imidazolium chloride-Co(III) complex immobilized on Fe3O4@SiO2 as a highly active bifunctional nanocatalyst for the copper-, phosphine-, and base-free Heck and Sonogashira reactions》 were Kazemnejadi, Milad; Alavi G., Seyyedeh Ameneh; Rezazadeh, Zinat; Nasseri, Mohammad Ali; Allahresani, Ali; Esmaeilpour, Mohsen. And the article was published in Green Chemistry in 2019. Category: nitriles-buliding-blocks The author mentioned the following in the article:

A heterogeneous, magnetically recoverable Fe3O4@SiO2@Im[Cl]Co(III)-melamine nanocomposite was prepared by immobilization of a novel Co(III) Schiff base complex on Fe3O4@SiO2 nanoparticles followed by treatment with melamine, and was found to be an efficient catalyst for the Heck and Sonogashira reactions. The reactions were performed in the presence of the catalyst (0.5 mol% Co) along with Mn additive in the absence of any base, phosphine ligand, or Cu/co-catalyst in ethanol under reflux conditions. The nanocatalyst was well studied by FTIR, CHN, XRD, XPS, TGA, EDX, VSM, ICP, NMR, FE-SEM, TEM, BET, CV, and DLS analyses. The catalyst was compatible with a variety of substrates, with which all the Heck and Sonogashira coupling products were obtained in high to excellent yields. Also, protocols such as hot filtration, three-phase testing, and mercury poisoning provided a complete insight into the nature of the heterogeneous catalyst. The recycling and reuse of the catalyst were studied for both coupling reactions several times. Moreover, the mechanism of the coupling reactions was entirely investigated. The experimental process involved the reaction of 4-Bromobenzonitrile(cas: 623-00-7Category: nitriles-buliding-blocks)

4-Bromobenzonitrile(cas: 623-00-7) has been used in the synthesis of 4-iodobenzonitrile via photo-induced aromatic Finkelstein iodination reaction.Category: nitriles-buliding-blocks It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Hydrosilane Reduction of Nitriles to Primary Amines by Cobalt-Isocyanide Catalysts》 were Sanagawa, Atsushi; Nagashima, Hideo. And the article was published in Organic Letters in 2019. Product Details of 1194-02-1 The author mentioned the following in the article:

Reduction of nitriles to silylated primary amines was achieved by combination of 1,1,3,3-tetramethyldisiloxane (TMDS) as the hydrosilane and a catalytic amount of Co(OPiv)2 (Piv = COtBu) associated with isocyanide ligands. The resulting silylated amines were subjected to acid hydrolysis or treatment with acid chlorides to give the corresponding primary amines or imides in good yields. One-pot synthesis of primary amides to primary amines with hydrosilanes was also achieved by iron-cobalt dual catalyst systems. The experimental process involved the reaction of 4-Fluorobenzonitrile(cas: 1194-02-1Product Details of 1194-02-1)

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.Product Details of 1194-02-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Pd NPs@Fe3O4/chitosan/pumice hybrid beads: A highly active, magnetically retrievable, and reusable nanocatalyst for cyanation of aryl halides》 was written by Baran, Talat. Recommanded Product: 623-00-7 And the article was included in Carbohydrate Polymers in 2020. The article conveys some information:

In this study, Fe3O4/chitosan/pumice hybrid beads were developed as a new stabilizer agent, and palladium nanoparticles (Pd NPs) were successfully decorated on the designed stabilizer without adding any toxic reducing resource. Then, the potential use of Pd NPs@Fe3O4/chitosan/pumice hybrid beads as a heterogeneous catalyst against different aryl halide cyanations was investigated with K4[Fe(CN)6]. In these reactions, Pd NPs@ Fe3O4/chitosan /pumice hybrid beads showed high catalytic activity by converting aryl halides to the desired benzonitriles with high product yields (80%-98%). Due to the magnetically separable nature of Pd NPs@Fe3O4/chitosan/pumice hybrid beads, they were reused several times, and 86% yield was obtained even after six successive runs. This paper reveals that Pd NPs@Fe3O4/chitosan/pumice hybrid beads have a high potential to synthesis a broad range of nitriles due to their excellent catalytic and retrievable capability. After reading the article, we found that the author used 4-Bromobenzonitrile(cas: 623-00-7Recommanded Product: 623-00-7)

4-Bromobenzonitrile(cas: 623-00-7) has been used in the synthesis of 4-iodobenzonitrile via photo-induced aromatic Finkelstein iodination reaction.Recommanded Product: 623-00-7 It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chatterjee, Basujit; Jena, Soumyashree; Chugh, Vishal; Weyhermueller, Thomas; Werle, Christophe published their research in ACS Catalysis in 2021. The article was titled 《A Molecular Iron-Based System for Divergent Bond Activation: Controlling the Reactivity of Aldehydes》.COA of Formula: C7H4BrN The article contains the following contents:

The direct synthesis of amides and nitriles from readily available aldehyde precursors provides access to functional groups of major synthetic utility. To date, most reliable catalytic methods have typically been optimized to supply one product exclusively. Herein the authors describe an approach centered on an operationally simple iron-based system that-depending on the reaction conditions-selectively addresses either the C=O or C-H bond of aldehydes. This way, two divergent reaction pathways can be opened to furnish both products in high yields and selectivities under mild reaction conditions. The catalyst system takes advantage of iron’s dual reactivity capable of acting as (1) a Lewis acid and (2) a nitrene transfer platform to govern the aldehyde building block. The present transformation offers a rare control over the selectivity based on the iron system’s ionic nature. This approach expands the repertoire of protocols for amide and nitrile synthesis and shows that fine adjustments of the catalyst system’s mol. environment can supply control over bond activation processes; thus, providing easy access to various products from primary building blocks. In the part of experimental materials, we found many familiar compounds, such as 2-Bromobenzonitrile(cas: 2042-37-7COA of Formula: C7H4BrN)

2-Bromobenzonitrile(cas: 2042-37-7) is a precursor to the quinazolinones, a class of drugs used to treat autoimmune diseases and coronary heart disease. In addition, 2-bromobenzonitrile can be used for the Suzuki coupling reaction.COA of Formula: C7H4BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ansari, Tharique N.; Sharma, Sudripet; Bora, Pranjal P.; Ogulu, Deborah; Parmar, Saurav; Gallou, Fabrice; Kozlowski, Pawel M.; Handa, Sachin published their research in ChemSusChem in 2021. The article was titled 《Photoassisted Charge Transfer Between DMF and Substrate: Facile and Selective N,N-Dimethylamination of Fluoroarenes》.Name: 4-Bromo-2-fluorobenzonitrile The article contains the following contents:

A reversible Van der Waals complex formation between the electron-deficient fluorinated aromatic ring and N,N-dimethylformamide (DMF) mols. followed by light irradiation resulted in charge transfer (CT) process. The complex was stabilized by ammonium formate and further decomposed to form the C-N bond. Control experiments revealed that the simultaneous SNAr pathway also contributes to product formation. This methodol. is mild, metal-free, and effective for the amination of a variety of substrates. The reproducibility of this methodol. was also verified on gram-scale reactions. The CT states were supported by control UV/Vis spectroscopy and computational studies. Thus, e.g., perfluoronaphthalene + DMF → 2-(dimethylamino)-1,3,4,5,6,7,8-heptafluoronaphthalene (90%, 80% isolated) in presence of ammonium formate additive under white light, together with 2-amino-1,3,4,5,6,7,8-heptafluoronaphthalene as byproduct (10%). The experimental part of the paper was very detailed, including the reaction process of 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Name: 4-Bromo-2-fluorobenzonitrile)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a reagent in the synthesis of picolinamide derivatives as a novel class of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors.Name: 4-Bromo-2-fluorobenzonitrile 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Polites, Viktor C.; Badir, Shorouk O.; Keess, Sebastian; Jolit, Anais; Molander, Gary A. published their research in Organic Letters in 2021. The article was titled 《Nickel-Catalyzed Decarboxylative Cross-Coupling of Bicyclo[1.1.1]pentyl Radicals Enabled by Electron Donor-Acceptor Complex Photoactivation》.Related Products of 623-00-7 The article contains the following contents:

The synthesis and Ni-catalyzed functionalization of BCP redox-active esters with (hetero)aryl bromides via the action of a photoactive electron donor-acceptor complex were reported. The experimental part of the paper was very detailed, including the reaction process of 4-Bromobenzonitrile(cas: 623-00-7Related Products of 623-00-7)

4-Bromobenzonitrile(cas: 623-00-7) is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceuticals and other organic chemicals,Related Products of 623-00-7 It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Alizadeh, Abdolali; Rostampoor, Azar published an article in ChemistrySelect. The title of the article was 《Efficient One Pot and Chemoselective Synthesis of Polysubstituted Dihydro-6H-chromeno[4,3-d]pyrazolo[1,5-a]pyrimidin-6-ones via a Four-Component Reaction》.Safety of 3-Oxo-3-phenylpropanenitrile The author mentioned the following in the article:

In this research, a simple and chemoselective synthesis of highly fluorescent polysubstituted dihydro-6H-chromeno[4,3-d]pyrazolo[1,5-a]pyrimidin-6-ones containing one chiral stereocenter was presented by a sequential four-component reaction of 4-chloro-3-formylcoumarin, 1-phenyl-2-(1,1,1-triphenyl-λ5-phosphanylidene)ethan-1-ones (Wittig reagent), benzoylacetonitriles and hydrazine hydrate as readily available starting materials, which includes base-mediated 1,4-addition/aza-Michael addition/formation of two C-N bonds. The desired products were obtained with short reaction times, easy purification (products can be purified by washing with EtOH), and medium to high yields (up to 92%) under relatively mild reaction conditions. Mol. structures were determined by IR spectrophotometry, mass spectrometry, NMR spectroscopy, and single-crystal X-ray anal. In the experiment, the researchers used many compounds, for example, 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Safety of 3-Oxo-3-phenylpropanenitrile)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.Safety of 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Chen, Xinhui; Yang, Fan; Han, Congcong; Han, Licong; Wang, Fubo; Jin, Guoxia; Wang, Haiying; Ma, Jianping published an article in Inorganic Chemistry. The title of the article was 《[Fe2S2-Agx]-Hydrogenase Active-Site-Containing Coordination Polymers and Their Photocatalytic H2 Evolution Reaction Properties》.Quality Control of 4-Cyanobenzyl bromide The author mentioned the following in the article:

Three [Fe2S2-Agx]-hydrogenase active-site-containing coordination polymers (CPs), {[Fe2S2-Ag1](4-cpmt)2(CO)6(ClO4-)}n (1), {[Fe2S2-Ag2](4-cpmt)2(CO)6(OTf-)2(benzene)}n (2), and {[Fe2S2-Ag2](3-cpmt)2(CO)6(ClO4-)2}n (3), were obtained by a direct synthesis method from ligands [FeFe](4-cpmt)2(CO)6 [L1; 4-cpmt = (4-cyanophenyl)methanethiolate] and [FeFe](3-cpmt)2(CO)6 [L2; 3-cpmt = (3-cyanophenyl)methanethiolate] with silver salts. 1-3 Represent the first examples of [FeFe]-hydrogenase-based CPs. It was worth noting that the Ag-S bonding between the Ag centers and S atoms of a [Fe2S2] cluster produced a novel [Fe2S2-Agx] (x = 1 or 2) catalytic site in all three polymers. The results of photochem. H2 generation experiments indicated that 2 and 3 containing [Fe2S2-Ag2] active sites showed obviously improved catalytic performances compared with ligands L1 and L2 and [Fe2S2-Ag1]-containing 1. This work provides a pioneering strategy for the direct synthesis of [Fe2S2]-based CPs or metal-organic frameworks. The experimental process involved the reaction of 4-Cyanobenzyl bromide(cas: 17201-43-3Quality Control of 4-Cyanobenzyl bromide)

4-Cyanobenzyl bromide(cas: 17201-43-3) is an important intermediate for pharmaceutical production. It can be used for the synthesis of a series of piperidine-linked aromatic diimidazolines, which have been synthesized as conformationally restricted congeners of the anti-Pneumocystis carinii (PCP) drug, Pentamidine.Quality Control of 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of C7H3BrFNIn 2019 ,《Highly efficient yellow nondoped thermally activated delayed fluorescence OLEDs by utilizing energy transfer between dual conformations based on phenothiazine derivatives》 was published in Dyes and Pigments. The article was written by Xiang, Songpo; Guo, Runda; Huang, Zhi; Lv, Xialei; Sun, Shuaiqiang; Chen, Hongting; Zhang, Qing; Wang, Lei. The article contains the following contents:

The nondoped thermally activated delayed fluorescence (TADF) devices are increasingly attracting attention due to the superior performances and simple fabrication process. By incorporating two acceptors with phenothiazine, two materials 2-(10H-phenothiazine-10-yl)-10-phenyl-10H-phenothiazine-5,5-dioxide (PTZ-2PTO) and 3-(10H-phenothiazin-10-yl)-10-phenylacridin-9(10H)-one (PTZ-AD) are designed and investigated. Both the two materials possess dual conformations, whereas the quasi-axial conformer is the main configuration of PTZ-2PTO and quasi-equatorial conformer of PTZ-AD is more stable. The quasi-axial conformers show classical fluorescence emission, and the quasi-equatorial conformers exhibit TADF characteristic. Fascinatingly more, efficient energy transfer can be achieved between quasi-axial conformers and quasi-equatorial conformers, exhibiting similar mechanism to the traditional host-guest system. Based on this characteristic, yellow nondoped TADF-OLED device of PTZ-AD has realized the efficiency of up to 17.08%, 50.48 cd A-1 and 60.04 lm W-1. Meanwhile, the PTZ-AD based nondoped device exhibits low turn-on voltage and low efficiency roll-off, which is among the best performance for yellow nondoped TADF devices. In addition, PTZ-AD based doped device realizes high efficiency of 20.23%, 61.04 cd A-1 and 68.45 lm W-1. This dual conformations forming host-guest system provides a new strategy for obtaining highly efficient nondoped OLEDs devices. After reading the article, we found that the author used 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Electric Literature of C7H3BrFN)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a OLED intermediate, Pharmaceutical, electronic and chemical intermediate.Electric Literature of C7H3BrFN It is used in the synthesis of heterocycles and liquid crystals.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts