Tag: 100-200

The author of 《Cascade Process for Direct Transformation of Aldehydes (RCHO) to Nitriles (RCN) Using Inorganic Reagents NH2OH/Na2CO3/SO2F2 in DMSO》 were Fang, Wan-Yin; Qin, Hua-Li. And the article was published in Journal of Organic Chemistry in 2019. Electric Literature of C7H4FN The author mentioned the following in the article:

Aryl, α,β-unsaturated, and alkyl nitriles were prepared in one step from the corresponding aldehydes by treatment with hydroxylamine hydrochloride, Na2CO3, SO2F2, and DMSO at ambient temperature In the experiment, the researchers used many compounds, for example, 4-Fluorobenzonitrile(cas: 1194-02-1Electric Literature of C7H4FN)

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.Electric Literature of C7H4FN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Advanced Synthesis & Catalysis included an article by Huang, Wenbo; Chen, Shaomin; Yang, Jian; El-Harairy, Ahmed; Wang, Xin; Li, Minghao; Gu, Yanlong. COA of Formula: C9H7NO. The article was titled 《Modular Synthesis of Bicyclic and Tricyclic (Aza-) Arenes from Nucleophilic (Aza-)Arenes with Electrophilic Side Arms via [4+2] Annulation Reactions》. The information in the text is summarized as follows:

An efficient strategy for the synthesis of bicyclic aza-arenes I [R1 = Me, Ph, 2-thienyl, etc.; R2 = Me, OEt, OBn, etc.; Ar = OMe, Cl, Ph, etc.] and tricyclic aza-arenes, e.g., II from a nucleophilic aza-arene with an electrophilic side arm was developed. The aza-arene precursor had both nucleophilic and electrophilic sites, which were fixed at a 1,4-distance. The bicyclic and tricyclic (aza-)arene products I and II were constructed via [4+2] annulation by using scandium(III) triflate as a catalyst and enolizable ketones or aldehydes as the counterpart reagents. A variety of six-membered carbocycles and heterocycles, such as indolizines, indoles, naphthalenes, carbazoles and pyrido[1,2-α]indoles, were successfully synthesized. Some one-pot sequential reactions were also developed, in which the 1,4-donor-acceptor precursors can be synthesized via oxidation of alcs. or a proper condensation reaction. The experimental part of the paper was very detailed, including the reaction process of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4COA of Formula: C9H7NO)

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.COA of Formula: C9H7NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Advanced Synthesis & Catalysis included an article by Li, Qianqian; He, Xinwei; Tao, Jiajia; Xie, Mengqing; Wang, Hui; Li, Ruxue; Shang, Yongjia. Safety of 3-Oxo-3-phenylpropanenitrile. The article was titled 《Base-mediated 1,4-Conjugate Addition/Intramolecular 5-exo-dig Annulation of Propargylamines with Benzoylacetonitriles and β-Keto Esters for Polysubstituted Furans and Furo[3,4-c]coumarins Formation》. The information in the text is summarized as follows:

A novel and one-pot domino reaction of propargylamines with benzoylacetonitriles and β-keto esters for the regiospecific synthesis of polysubstituted furans I [R1 = H, Me, Br, etc.; R2 = H, tBu; Ar1 = Ph, 4-MeC6H4, 4-ClC6H4, etc.; Ar2 = Ph, 4-MeOC6H4, 4-F3CC6H4, etc.] and furo[3,4-c]coumarins II [R3 = H, OMe, Br, etc; R4 = H, tBu; R5 = Me, 2-furyl, Ph, etc.; Ar3 = Ph, 4-FC6H4, 4-EtC6H4, etc.] were developed in moderate to good yields. The reaction was proceed by sequential 1,4-conjugate addition of benzoylacetonitriles/β-keto esters to propargylamines, 5-exo-dig annulation/isomerization to form compounds I and intramol. transesterification to compounds II. The features of this method included use of inexpensive and environmentally friendly carbonates as the base, readily available substrates, high regioselectivity and convenient operation. In the experiment, the researchers used 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 2019,Journal of Medicinal Chemistry included an article by Guo, Zuhao; Zhang, Zhuqing; Yang, Hong; Cao, Danyan; Xu, Xiaowei; Zheng, Xingling; Chen, Danqi; Wang, Qi; Li, Yanlian; Li, Jian; Du, Zhiyan; Wang, Xin; Chen, Lin; Ding, Jian; Shen, Jingkang; Geng, Meiyu; Huang, Xun; Xiong, Bing. Application In Synthesis of 4-Cyanobenzyl bromide. The article was titled 《Design and Synthesis of Potent, Selective Inhibitors of Protein Arginine Methyltransferase 4 against Acute Myeloid Leukemia》. The information in the text is summarized as follows:

PRMT4 is a type I protein arginine methyltransferase and plays important roles in various cellular processes. Overexpression of PRMT4 has been found to be involved in several types of cancers. Selective and in vivo effective PRMT4 inhibitors are needed for demonstrating PRMT4 as a promising therapeutic target. On the basis of compound I, a weak dual PRMT4/6 inhibitor, several tetrahydroisoquinolines has been constructed through a cut-and-sew scaffold hopping strategy. The subsequent SAR optimization efforts employed structure-based approach led to the identification of a novel PRMT4 inhibitor II. Compound 49 exhibited prominently high potency and selectivity, moderate pharmacokinetic profiles, and good antitumor efficacy in acute myeloid leukemia xenograft model via oral administration, thus demonstrating this compound as a useful pharmacol. tool for further target validation and drug development in cancer therapy. In addition to this study using 4-Cyanobenzyl bromide, there are many other studies that have used 4-Cyanobenzyl bromide(cas: 17201-43-3Application In Synthesis of 4-Cyanobenzyl bromide) was used in this study.

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.Application In Synthesis of 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Yongfu; Wu, Jun; Zhou, Mingwei; Chen, Wenming; Li, Dongbo; Wang, Zhanguo; Hornsperger, Benoit; Aebi, Johannes D.; Marki, Hans-Peter; Kuhn, Bernd; Wang, Lisha; Kuglstatter, Andreas; Benz, Jorg; Muller, Stephan; Hochstrasser, Remo; Ottaviani, Giorgio; Xin, Jian; Kirchner, Stephan; Mohr, Susanne; Verry, Philippe; Riboulet, William; Shen, Hong C.; Mayweg, Alexander V.; Amrein, Kurt; Tan, Xuefei published an article in Journal of Medicinal Chemistry. The title of the article was 《Discovery of 3-Pyridyl Isoindolin-1-one Derivatives as Potent, Selective, and Orally Active Aldosterone Synthase (CYP11B2) Inhibitors》.HPLC of Formula: 658-98-0 The author mentioned the following in the article:

Aldosterone synthase (CYP11B2) inhibitors have been explored in recent years as an alternative therapeutic option to mineralocorticoid receptor (MR) antagonists to reduce elevated aldosterone levels, which are associated with deleterious effects on various organ systems including the heart, vasculature, kidney, and central nervous system (CNS). A benzamide pyridine hit derived from a focused screen was successfully developed into a series of potent and selective 3-pyridyl isoindolin-1-ones CYP11B2 inhibitors. Our systematic structure-activity relationship study enabled us to identify unique structural features that result in high selectivity against the closely homologous cortisol synthase (CYP11B1). We evaluated advanced lead mols., exemplified by compound 52, in an in vivo cynomolgus monkey acute adrenocorticotropic hormone (ACTH) challenge model and demonstrated a superior 100-fold in vivo selectivity against CYP11B1. In the part of experimental materials, we found many familiar compounds, such as 3-Chloro-4-fluorophenylacetonitrile(cas: 658-98-0HPLC of Formula: 658-98-0)

3-Chloro-4-fluorophenylacetonitrile(cas: 658-98-0) 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.HPLC of Formula: 658-98-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Copper-Catalyzed Tandem Reactions of 2-Amine-[1,3,5]triazines with Nitriles》 was written by Zhang, Li-Yu; Zhang, Chen; Wang, Tao; Shi, Yu-Long; Ban, Meng-Tao; Cui, Dong-Mei. Recommanded Product: 1194-02-1This research focused ontriazolotriazinamine triazinylbenzamide preparation; copper catalyst oxidative aerobic condensation cyclocondensation reaction triazinamine; tandem reaction triazinamine aryl nitrile acetonitrile copper catalyst; triazinamine oxidative cyclocondensation aryl nitrile copper catalyst; arylacetonitrile oxidative condensation triazinamine arylamine copper catalyst. The article conveys some information:

In the presence of CuCl and ZnCl2, [1,3,5]triazinamines I (R = Me2N, Et2N, 1-piperidinyl, 4-morpholinyl, 1-pyrrolidinyl; R1 = R2 = H) underwent aerobic oxidative cyclocondensation reactions with aryl nitriles R3CN (R3 = Ph, 4-MeC6H4, 3-MeC6H4, 4-MeOC6H4, 4-FC6H4, 4-ClC6H4, 3-ClC6H4, 4-BrC6H4, 3,5-Cl2C6H3, 4-F3CC6H4, 4-NCC6H4, 2-thienyl, 4-pyridinyl) to yield [1,2,4]triazolo[1,5-a][1,3,5]triazinamines II (R = Me2N, Et2N, 1-piperidinyl, 4-morpholinyl, 1-pyrrolidinyl; R2 = H; R3 = Ph, 4-MeC6H4, 3-MeC6H4, 4-MeOC6H4, 4-FC6H4, 4-ClC6H4, 3-ClC6H4, 4-BrC6H4, 3,5-Cl2C6H3, 4-F3CC6H4, 4-NCC6H4, 2-thienyl, 4-pyridinyl). In the presence of CuBr, [1,3,5]triazinamines I (R = Me2N, 1-piperidinyl, H, Ph; R1 = H; R2 = H, Me, Ph), 2-aminopyrimidine, 2-aminopyridine, and aniline underwent oxidative condensation reactions with arylacetonitriles R4CH2CN (R4 = Ph, 4-MeC6H4, 4-MeOC6H4, 2-MeOC6H4, 4-FC6H4, 4-ClC6H4, 3-ClC6H4, 3-F3CC6H4) to yield N-triazinylamides I (R = Me2N, 1-piperidinyl, H, Ph; R1 = R4; R2 = H, Me, Ph; R4 = Ph, 4-MeC6H4, 4-MeOC6H4, 2-MeOC6H4, 4-FC6H4, 4-ClC6H4, 3-ClC6H4, 3-F3CC6H4), N-(2-pyrimidinyl)benzamide, N-(2-pyridinyl)benzamide, and N-phenylbenzamide. In addition to this study using 4-Fluorobenzonitrile, there are many other studies that have used 4-Fluorobenzonitrile(cas: 1194-02-1Recommanded Product: 1194-02-1) was used in this study.

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.Recommanded Product: 1194-02-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Gao, Hongjie; Chen, Jia-Yi; Peng, Zhiqiang; Feng, Lei; Tung, Chen-Ho; Wang, Wenguang published an article in Journal of Organic Chemistry. The title of the article was 《Bioinspired Iron-Catalyzed Dehydration of Aldoximes to Nitriles: A General N-O Redox-Cleavage Method》.Recommanded Product: 2-Bromobenzonitrile The author mentioned the following in the article:

An efficient iron catalyst, Cp*Fe(1,2-Cy2PC6H4O), which rapidly converts various aliphatic and aromatic aldoximes RCH=NOH [R = Pr, Ph, 2H-1,3-benzodioxol-5-yl, etc.] to nitriles RCN with release of H2O at room temp was reported. The catalysis involves redox activation of the N-O bond by a 1e- transfer from the iron catalyst to the oxime. Such redox-mediated N-O cleavage was demonstrated by the isolation of a ferrous iminato intermediate from the reaction of the ketoxime substrate. This iron-catalyzed acceptorless dehydration approach represents a general method for the preparation of nitriles, and it also delivers salicylonitriles R1CN(2-OH) [R1 = Ph, 3-methoxyphenyl, naphthalen-1-yl, etc.] catalyzing the Kemp elimination reaction. After reading the article, we found that the author used 2-Bromobenzonitrile(cas: 2042-37-7Recommanded Product: 2-Bromobenzonitrile)

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.Recommanded Product: 2-Bromobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Luo, Lan; Liu, Hongqiang; Zeng, Wei; Hu, Wenkang; Wang, Dawei published an article in Applied Organometallic Chemistry. The title of the article was 《BTP-Rh@g-C3N4 as an efficient recyclable catalyst for dehydrogenation and borrowing hydrogen reactions》.Related Products of 1194-02-1 The author mentioned the following in the article:

Highly active catalysts play an important role in modern catalysis. A novel and efficient ligand benzotriazole-pyrimidine (BTP) and the corresponding rhodium composite on C3N4 were successfully synthesized. The resulting rhodium composite was fully characterized by SEM (SEM), transmission electron microscopy (TEM), x-ray diffraction (XRD), thermogravimetric anal. (TGA), and XPS. The obtained composite exhibited good catalytic activity and good recovery performance in the synthesis of quinoxaline from 2-aminobenzyl alc. and benzonitrile, and more than 20 quinoxalines were obtained in good yields. Addnl., it also showed that rhodium composite could achieved good catalytic performance in the synthesis of functionalized ketone through borrowing hydrogen strategy. The results came from multiple reactions, including the reaction of 4-Fluorobenzonitrile(cas: 1194-02-1Related Products of 1194-02-1)

4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.Related Products of 1194-02-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Niakan, Mahsa; Masteri-Farahani, Majid; Karimi, Sabah; Shekaari, Hemayat published an article in 2021. The article was titled 《Hydrophilic role of deep eutectic solvents for clean synthesis of biphenyls over a magnetically separable Pd-catalyzed Suzuki-Miyaura coupling reaction》, and you may find the article in Journal of Molecular Liquids.Electric Literature of C7H4BrN The information in the text is summarized as follows:

In the present work, a heterogeneous Pd catalyst was synthesized through a green method and deep eutectic solvents (DESs) as green reaction media were used. In order to prepare the catalyst, magnetite-graphene oxide nanocomposite was modified with cellulose via the click reaction and applied as support for Pd nanoparticles. Cellulose acted as both reducing and stabilizing agent for Pd nanoparticles and eliminated the requirement of a reducing agent. The prepared catalyst was characterized by different methods such as FT-IR, EDX, EDX-mapping, XPS, SEM, TEM, XRD, VSM and ICP-OES analyses. Catalytic properties of the obtained catalyst was explored in the Suzuki-Miyaura coupling reaction of aryl halides with aryl boronic acids to afford biphenyls R-R1 [R = Ph, 2-MeC6H4, 4-HOC6H4, etc.; R1 = Ph, 2-thienyl, 4-MeC6H4, 4-O2NC6H4] in different hydrophilic and hydrophobic DESs. The presence of cellulose with hydrophilic character on the structure of catalyst offered well dispersion of the catalyst in hydrophilic DESs, which led to enhancement of its catalytic activity. This simple and new separation strategy provided a clean and highly efficient synthetic methodol. for the synthesis of various biphenyls. In the part of experimental materials, we found many familiar compounds, such as 4-Bromobenzonitrile(cas: 623-00-7Electric Literature of C7H4BrN)

4-Bromobenzonitrile(cas: 623-00-7) has been used in the synthesis of 4-iodobenzonitrile via photo-induced aromatic Finkelstein iodination reaction.Electric Literature of 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

Sikari, Rina; Chakraborty, Gargi; Guin, Amit Kumar; Paul, Nanda D. published their research in Journal of Organic Chemistry in 2021. The article was titled 《Nickel-Catalyzed [4 + 2] Annulation of Nitriles and Benzylamines by C-H/N-H Activation》.Recommanded Product: 4-Fluorobenzonitrile The article contains the following contents:

Nickel-catalyzed [4 + 2] annulation of benzylamines and nitriles via C-H/N-H bond activation, providing straightforward atom-economic access to a wide variety of multisubstituted quinazolines, is reported. Mechanistic investigation revealed that the in situ formed amidines from the coupling of benzylamines and nitriles direct the nickel catalyst to activate the ortho-C-H bond of the Ph ring of the benzylamine. In the experimental materials used by the author, we found 4-Fluorobenzonitrile(cas: 1194-02-1Recommanded Product: 4-Fluorobenzonitrile)

4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.Recommanded Product: 4-Fluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts