Tag: 100-200

In 2019,Inorganica Chimica Acta included an article by Chang, Chao-Wan; Lee, Gene-Hsiang. Reference of 4-Cyanobenzyl bromide. The article was titled 《Synthesis of ruthenium triazolato complexes by the [3 + 2] cycloaddition of a ruthenium azido complex with acetylacetylenes》. The information in the text is summarized as follows:

The [3 + 2] cycloaddition of two acetylacetylenes with ruthenium azido complex [Ru]-N3 (1, [Ru] = (η5-C5H5)(dppe)Ru, dppe = Ph2PCH2CH2PPh2) is reported. The metal-bound heterocyclic complexes produced are triazolato complexes [Ru]N3C2H(COCH3) (2) and [Ru]N3C2(Ph)(COCH3) (3) from 3-butyn-2-one and 4-phenyl-3-butyn-2-one, resp. Both of the structures of 2 and 3 are clearly established as N(2)-bound. Alkylation of 2 with organic halides affords a series of N(1)-bound N(3)-alkyl-4-acetyl triazolato complexes {[Ru]N3(CH2R)C2H(COCH3)}[X] (4a, R = H, X = I; 4b, R = C6F5, X = Br; 4c, R = Ph, X = Br; 4d, R = 2,6-F2-C6H3, X = Br; 4e, R = 4-CN-C6H4, X = Br). Treatment of 4a with CH3I in refluxing CHCl3 afforded [Ru]-I (5). The structures of complexes 2, 3, 4a and 5 have been determined by single-crystal x-ray diffraction anal. The results came from multiple reactions, including the reaction of 4-Cyanobenzyl bromide(cas: 17201-43-3Reference of 4-Cyanobenzyl bromide)

4-Cyanobenzyl bromide(cas: 17201-43-3) is a white solid. Its melting point is 113-117°C, and flash point is 125.1°C. It is insoluble in water at 20°C. It is stable under normal temperatures and pressures. It should be stored at 0-5°C.Reference of 4-Cyanobenzyl bromide

Referemce:
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Nitriles – Chemistry LibreTexts

In 2017,Xu, Xuezhao; Li, Bingnan; Zhao, Yingwei; Song, Qiuling published 《Aerobic oxidative decyanation-amidation of arylacetonitriles with urea as a nitrogen source》.Organic Chemistry Frontiers published the findings.Recommanded Product: 2-(3-Bromophenyl)acetonitrile The information in the text is summarized as follows:

An iron-catalyzed aerobic oxidative amidation reaction of the inert C-CN bond of aryl acetonitriles to afford aryl amides ArCONH2 (Ar = C6H5, 3-CH3OC6H4, 4-FC6H4, etc.) has been developed. Urea is used as an efficient and convenient nitrogen source. This reaction provides practical access toward amide synthesis. The experimental process involved the reaction of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Recommanded Product: 2-(3-Bromophenyl)acetonitrile)

According to other reports, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) is used in the preparation of diarylpyrimidines (DAPYs) as HIV-1 non-nucleoside reverse transcriptase inhibitors.Recommanded Product: 2-(3-Bromophenyl)acetonitrile

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Wang, Zhi Yong; Zha, Zheng Gen; Zhang, Jia Hai; Wu, Ji Hui published an article on January 31 ,2003. The article was titled 《An efficient palladium-catalyzed coupling reaction for the preparation of biaryls and polyaryls》, and you may find the article in Chinese Chemical Letters.COA of Formula: C12H8N2 The information in the text is summarized as follows:

With Pd(PPh3)4 as catalyst and toluene as reaction solvent, the desired biaryls and polyaryls were synthesized in 75-98% yields and on a large scale. In the experiment, the researchers used 3-(Pyridin-4-yl)benzonitrile(cas: 4350-55-4COA of Formula: C12H8N2)

3-(Pyridin-4-yl)benzonitrile(cas: 4350-55-4) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.COA of Formula: C12H8N2

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Liu, Quan; Lu, Zhongxiang; Ren, Wenfei; Shen, Kaibo; Wang, Yu; Xu, Qing published an article in Chinese Journal of Chemistry. The title of the article was 《Efficient synthesis of unsymmetrical heteroaryl ethers by a transition metal-free C-O cross-coupling reaction of activated and unactivated heteroaryl chlorides with alcohols and phenols》.Application In Synthesis of 6-Phenoxynicotinonitrile The author mentioned the following in the article:

By optimizing the reaction conditions via a careful screening of the bases and solvents, an efficient transition metal-free method for C-O cross-coupling of activated and unactivated heteroaryl chlorides with primary and secondary alcs. and phenols was developed, providing a simple, efficient, and practical method for the synthesis of the useful unsym. heteroaryl alkyl and heteroaryl aryl ethers. The experimental part of the paper was very detailed, including the reaction process of 6-Phenoxynicotinonitrile(cas: 99902-72-4Application In Synthesis of 6-Phenoxynicotinonitrile)

6-Phenoxynicotinonitrile(cas: 99902-72-4) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.Application In Synthesis of 6-Phenoxynicotinonitrile

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Category: nitriles-buliding-blocksIn 2019 ,《Click chemistry based multicomponent approach in the synthesis of spirochromenocarbazole tethered 1,2,3-triazoles as potential anticancer agents》 was published in Bioorganic Chemistry. The article was written by Chavan, Pramod V.; Desai, Uday V.; Wadgaonkar, Prakash P.; Tapase, Savita R.; Kodam, Kisan M.; Choudhari, Amit; Sarkar, Dhiman. The article contains the following contents:

A series of spirochromenocarbazole tethered 1,2,3-triazoles I (R1 = H, Cl, Br, F, Me; R2 = Me, F, Br, etc.) were synthesized via click chem. based one-pot, five component reaction between N-propargyl isatins, malononitrile, 4-hydroxycarbazole, aralkyl halides and sodium azide using cellulose supported CuI nanoparticles (Cell-CuI NPs) as the heterogeneous catalyst. Antiproliferative activity of all the synthesized compounds was investigated against panel of cancer cell lines such as MCF-7, MDA-MB-231, HeLa, PANC-1, A-549, and THP-1. Many of the synthesized compounds exhibited good anti-proliferative activity against breast (MCF-7 and MDA-MB-231) and cervical (HeLa) cancer cells with IC50 values less than 10 μM. In case of MCF-7 cells, among the nine compounds that showed good anti-proliferative activity, compound I (R1 = H; R2 = NO2) was found to be highly potent (IC50 = 2.13 μM). On the other hand, in cervical cancer HeLa cells, compounds I (R1 = H, Br; R2 = Me, CF3, Cl) showed excellent antiproliferative activity (IC50 = 4.05, 3.54, 3.83, 3.35 μM, resp.). All the compounds were found to be nontoxic to the human umbilical vein endothelial cells (HUVECs). AO and EtBr staining and fluorescence microscopy studies of the active compounds (IC50 < 5 μM) suggested that these compounds induce cell death by apoptosis. The experimental process involved the reaction of 4-Cyanobenzyl bromide(cas: 17201-43-3Category: nitriles-buliding-blocks)

4-Cyanobenzyl bromide(cas: 17201-43-3) can reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile. And it may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
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In 2022,Zeng, Zheng; Deng, Yiqiu; Li, Lanyu; Li, Chungang; Zhong, Mingli published an article in Journal of Organic Chemistry. The title of the article was 《Hydrogen Transfer Coupling with 100% Atom Economy: Synthesis of 2-Indolyltetrahydronaphthyridine Derivatives》.Application In Synthesis of 3-Oxo-3-phenylpropanenitrile The author mentioned the following in the article:

An iridium-catalyzed hydrogen transfer strategy, enabling straightforward access to tetrahydropyridine derivatives from aryl-1,8-naphthyridines and indolines was developed. This method has unprecedented advantages, including high step economy. In addition, it does not produce any byproducts or require an external high-pressure H2 gas source. The method offers an important platform for the transformation of 1,8-naphthyridines and indolines into functionalized products. In the part of experimental materials, we found many familiar compounds, such as 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Application In Synthesis of 3-Oxo-3-phenylpropanenitrile)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Application In Synthesis of 3-Oxo-3-phenylpropanenitrile

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Nitrile – Wikipedia,
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《L-Methionine-Pd complex supported on hercynite as a highly efficient and reusable nanocatalyst for C-C cross-coupling reactions》 was written by Mohammadi, Masoud; Ghorbani-Choghamarani, Arash. COA of Formula: C7H4BrN And the article was included in New Journal of Chemistry in 2020. The article conveys some information:

A ”green” method was suggested for the synthesis of hercynite magnetic nanoparticles (MNPs) as a novel heterogeneous catalytic support to immobilize homogeneous complexes, L-Methionine-Pd was immobilized on the surface of hercynite MNPs by a simple, rapid, and convenient route. The structure and composition of the prepared Hercynite@L-Methionine-Pd MNPs were characterized by X-ray diffraction spectroscopy, energy-dispersive X-ray spectroscopy, inductively coupled plasma-optical emission spectrometry, SEM, X-ray mapping, thermogravimetric anal. and vibrating-sample magnetometry (VSM). Besides, they were applied as green nanocatalysts for Suzuki and Heck cross-coupling reactions. Hercynite@L-Methionine-Pd MNPs offer several advantages (simple synthetic method under green conditions, thermal and chem. stability during organic reactions, short reaction times, high yields of products, excellent selectivity and easy work-up procedure). Moreover, the recycled nanocatalyst was reused for at least five cycles with no significant loss of activity. The hot filtration test indicated heterogeneous catalysis for Suzuki and Heck cross-coupling reactions. This work is useful for the development and application of a magnetically recoverable Pd nanocatalyst on the basis of green-chem. principles. After reading the article, we found that the author used 4-Bromobenzonitrile(cas: 623-00-7COA of Formula: C7H4BrN)

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,COA of Formula: C7H4BrN 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

《Design, synthesis and anticancer evaluation of β-carboline-1-one hydantoins》 was published in Future Medicinal Chemistry in 2020. These research results belong to Yao, Chun-Hsu; Hsieh, Tsung-Chih; Song, Jen-Shin; Lee, Jinq-Chyi. Electric Literature of C8H6BrN The article mentions the following:

Cancer is a major health burden and a leading cause of death worldwide. We sought to discover potential anticancer mols. with novel scaffold for further development of more active agents to address the issue. A series of β-carboline-1-one hydantoins were designed according to a conformational restriction strategy, synthesized via a one-pot Knoevenagel condensation-intramol. cyclization, and tested in cytotoxicity assays. The study culminated in the identification of 6b and 6c, both of which were found to potently inhibit breast and lung cancer cell lines. Of particular interest was 6c, which was 83 times more potent an inhibitor than 5-fluorouracil in inhibiting MCF-7. This work establishes β-carboline-1-one hydantoin as a promising scaffold in the investigation of anticancer agents. In the experiment, the researchers used many compounds, for example, 4-Cyanobenzyl bromide(cas: 17201-43-3Electric Literature of C8H6BrN)

4-Cyanobenzyl bromide(cas: 17201-43-3) is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide.Electric Literature of C8H6BrN

Referemce:
Nitrile – Wikipedia,
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《Palladium-catalyzed cyanation of aryl halides with in situ generated CN- from ClCF2H and NaNH2》 was published in Organic Chemistry Frontiers in 2020. These research results belong to Yu, Changjiang; Ma, Xingxing; Song, Qiuling. Product Details of 623-00-7 The article mentions the following:

An efficient Pd-catalyzed cyanation of aryl halides with in situ generated CN- anions is described. The CN- source stems from the quadruple cleavage of chlorodifluoromethane (ClCF2H) with sodium amide (NaNH2). This transformation features no requirement of a toxic CN source and avoids the problem of HCN generation associated with traditional methods. A series of aryl nitriles are obtained from aryl halides in good yields under mild reaction conditions. After reading the article, we found that the author used 4-Bromobenzonitrile(cas: 623-00-7Product Details 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,Product Details 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

The author of 《Late-Stage Diversification of Imidazole-Based Pharmaceuticals through Pd-Catalyzed Regioselective C-H Bond Arylations》 were Benzai, Amal; Shi, Xinzhe; Derridj, Fazia; Roisnel, Thierry; Doucet, Henri; Soule, Jean-Francois. And the article was published in Journal of Organic Chemistry in 2019. Synthetic Route of C7H4BrN The author mentioned the following in the article:

Palladium-catalyzed C-H bond arylation of imidazoles has been applied to pharmaceuticals such as Bifonazole, Climbazole, and Ketoconazole. In the presence of phosphine-free Pd(OAc)2 catalyst, aryl bromides are efficiently coupled at the C5-position of the imidazole units, which are widely decorated. Under these conditions, only the C-H bond arylation reaction occurred without affecting the integrity of chem. structure of the imidazole-based pharmaceuticals. Moreover, with Bifonazole, Pd-catalyzed C-H bond diarylation at the C2- and C5-positions of imidazole unit has also been performed.2-Bromobenzonitrile(cas: 2042-37-7Synthetic Route of C7H4BrN) was used in this study.

2-Bromobenzonitrile(cas: 2042-37-7) is used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity. It is commonly employed in reactions that require an electron-rich species to carry out nucleophilic substitution (or addition) reactions.Synthetic Route of C7H4BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts