Month: February 2023

Harikrishnan, Muniyasamy et al. published their research in Dyes and Pigments in 2019 | CAS: 4714-63-0

4-(Ethylamino)benzonitrile (cas: 4714-63-0) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Name: 4-(Ethylamino)benzonitrile

A simple triazine (D-A) based organic fluorophore selective dual sensor for Copper(II) and dichromate ions and its solvatochromism, solid state sensing, logic gate applications was written by Harikrishnan, Muniyasamy;Sadhasivam, Velu;Mariyappan, Mathappan;Murugesan, Sepperumal;Malini, Nelson;Siva, Ayyanar. And the article was included in Dyes and Pigments in 2019.Name: 4-(Ethylamino)benzonitrile This article mentions the following:

Herein, the design and synthesis of triazine based fluorophore for selective dual sensing of copper(II) and dichromate ions in non-aqueous solution has been reported. The triazine based fluorophore (TZAS) was synthesized in very good yield from inexpensive starting materials. The fluorophore has been thoroughly characterized by various spectral techniques. The TZAS has N-(ethyl)amine and triazine core which are acting as donor and acceptor, resp. Further, its interaction with various analytes in both solid and solution phases are studied. The TZAS compound shows pos. solvatochromism upon increasing the solvent polarity from non-polar to polar solvent. The sensing ability of TZAS has been studied against various analytes (cations and anions). The results indicated that the detection limits for dichromate and copper ions in dimethylsulfoxide solvent medium are 1.3 × 10-8 M and 11 × 10-8 M resp. The sensing mechanism of the proposed probe in the presence of the Cu2+/Cr2O2-7 were determined by the support of NMR, ESI-MS, FTIR spectra, Job’s plot and d. functional theory. Furthermore, the energy gap between frontier orbitals of TZAS and TZAS-analyte calculated through theor. (DFT) anal. The sensing performance of the TZAS is also examined in a logic circuit. This is the first dual coupled sensor of copper(II) cation and dichromate anion by organic fluorophore material. In the experiment, the researchers used many compounds, for example, 4-(Ethylamino)benzonitrile (cas: 4714-63-0Name: 4-(Ethylamino)benzonitrile).

4-(Ethylamino)benzonitrile (cas: 4714-63-0) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Name: 4-(Ethylamino)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

You, Bingxin et al. published their research in Molecular Catalysis in 2022 | CAS: 10282-32-3

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Name: 4-(Benzylamino)benzonitrile

Metal-free catalysis of the reductive amination of aldehydes using a phosphonium-doped porous aromatic framework was written by You, Bingxin;Zou, Min;Xu, Ruitong;Tian, Yuyang;Wang, Baolin;Zhu, Guangshan. And the article was included in Molecular Catalysis in 2022.Name: 4-(Benzylamino)benzonitrile This article mentions the following:

In this study, OTf@PAF-180, a porous aromatic framework (PAF) containing rich Lewis acidic phosphonium centers and triflate (-OTf) counter anions, was prepared via Yamamoto-type Ullmann cross-coupling of tris(4-bromophenyl)phosphane and subsequent treatment with Me triflate (MeOTf). It showed high performance in catalyzing the reductive amination of aldehydes using dimethylphenylsilane (PhMe2SiH) as the hydride source, and a variety of amines were prepared in this way with good to excellent yields. As a metal-free heterogeneous catalyst, OTf@PAF-180 also exhibited excellent recyclability and retained high catalytic activity after five consecutive cycles. The high activity, recyclability and stability of OTf@PAF-180 made it a promising novel heterogeneous catalyst for organic synthesis. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Name: 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Name: 4-(Benzylamino)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

He, Dandan et al. published their research in Organic Letters in 2022 | CAS: 154532-34-0

3-(tert-Butyl)benzonitrile (cas: 154532-34-0) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Application In Synthesis of 3-(tert-Butyl)benzonitrile

Synthesis of Densely Substituted Pyridine Derivatives from 1-Methyl-1,3-(ar)enynes and Nitriles by a Formal [4+2] Cycloaddition Reaction was written by He, Dandan;Wang, Bowen;Duan, Kanghui;Zhou, Yang;Li, Meng;Jiang, Huanfeng;Wu, Wanqing. And the article was included in Organic Letters in 2022.Application In Synthesis of 3-(tert-Butyl)benzonitrile This article mentions the following:

An attractive method for assembling densely substituted pyridine derivatives I [R = Ph, 4-MeC6H4, 2-naphthyl, etc.; R1 = H, 6-Me, 6-Ph, 7-Ph, 8-F; R2 = H, Me, CN, Ph; R3 = Ph, 4-FC6H4, 2-pyridyl, etc.], II [R4 = Ph, 4-MeOC6H4, 3-ClC6H4, etc.; R5 = Ph, 2-naphthyl, 2-pyridyl, etc.; Y = O, S], III [R6 = H, 3-Me, 4-MeO, etc.] from 1-methyl-1,3-(ar)enynes and nitriles via a formal [4+2] cycloaddition had been established. The well-balanced affinities of two alkali metal salts enabled C(sp3)-H bond activation and excellent chemo- and regioselectivities. Exptl. studies revealed that nitrile functioned only as a partial nitrogen source for pyridine synthesis, and the addition of a metalated imine intermediate to an intramol. alkyne was the rate-limiting step. In the experiment, the researchers used many compounds, for example, 3-(tert-Butyl)benzonitrile (cas: 154532-34-0Application In Synthesis of 3-(tert-Butyl)benzonitrile).

3-(tert-Butyl)benzonitrile (cas: 154532-34-0) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Application In Synthesis of 3-(tert-Butyl)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kawahara, Ryoko et al. published their research in Advanced Synthesis & Catalysis in 2011 | CAS: 10282-32-3

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Product Details of 10282-32-3

N-Alkylation of Amines with Alcohols Catalyzed by a Water-Soluble Cp*Iridium Complex: An Efficient Method for the Synthesis of Amines in Aqueous Media was written by Kawahara, Ryoko;Fujita, Ken-ichi;Yamaguchi, Ryohei. And the article was included in Advanced Synthesis & Catalysis in 2011.Product Details of 10282-32-3 This article mentions the following:

An efficient and environmentally benign catalytic system for the synthesis of various organic amines catalyzed by the water-soluble and air-stable (pentamethylcyclopentadienyl)-iridium-ammine iodide complex, [Cp*Ir(NH3)3][I–]2, has been developed. A wide variety of secondary and tertiary amines were synthesized by the N-alkylation reactions of theor. equivalent of amines with alcs. in water under air without a base. The synthesis of cyclic amines was also achieved by the N-alkylation of benzylamine with diols. Furthermore, recycling of the present water-soluble Cp*Ir catalyst was accomplished. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Product Details of 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Product Details of 10282-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Xing, Yidan et al. published their research in Organic Letters in 2020 | CAS: 5351-07-5

2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Recommanded Product: 5351-07-5

Synthesis of Tertiary Benzylic Nitriles via Nickel-Catalyzed Markovnikov Hydrocyanation of α-Substituted Styrenes was written by Xing, Yidan;Yu, Rongrong;Fang, Xianjie. And the article was included in Organic Letters in 2020.Recommanded Product: 5351-07-5 This article mentions the following:

The Markovnikov hydrocyanation of α-substituted styrenes enables the synthesis of tertiary benzylic nitriles under nickel catalysis. The Lewis-acid-free transformation features an unprecedented functional groups tolerance, including the -OH and -NH2 groups. A broad range of tertiary benzylic nitriles were obtained in good to excellent yields. In addition, an asym. version of this reaction was preliminarily investigated. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5Recommanded Product: 5351-07-5).

2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Recommanded Product: 5351-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Albarella, James Paul et al. published their research in Journal of Organic Chemistry in 1977 | CAS: 4435-14-7

2-Cyclohexylacetonitrile (cas: 4435-14-7) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Name: 2-Cyclohexylacetonitrile

A convenient method for the α-carbethoxylation of alkylnitriles was written by Albarella, James Paul. And the article was included in Journal of Organic Chemistry in 1977.Name: 2-Cyclohexylacetonitrile This article mentions the following:

Treatment of RCH2CN (R = C3-16 alkyl) in THF at -78° with 2.3 molar equiv LiN(CHMe2)2 followed by 1.02-1.05 molar equiv (EtO)2CO or ClCO2Et gave excellent yields of the resp. RCH(CN)CO2Et. Similarly prepared were Et 2-cyano-2-cyclopentylacetate and the cyclohexyl analog. In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7Name: 2-Cyclohexylacetonitrile).

2-Cyclohexylacetonitrile (cas: 4435-14-7) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Name: 2-Cyclohexylacetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Erra, Montse et al. published their research in ACS Medicinal Chemistry Letters in 2017 | CAS: 60025-09-4

4-Amino-6-chloropyrimidine-5-carbonitrile (cas: 60025-09-4) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Synthetic Route of C5H3ClN4

Discovery of a Potent, Selective, and Orally Available PI3Kδ Inhibitor for the Treatment of Inflammatory Diseases was written by Erra, Montse;Taltavull, Joan;Greco, Angelique;Bernal, Francisco Javier;Caturla, Juan Francisco;Gracia, Jordi;Dominguez, Maria;Sabate, Mar;Paris, Stephane;Soria, Salome;Hernandez, Begona;Armengol, Clara;Cabedo, Judit;Bravo, Monica;Calama, Elena;Miralpeix, Montserrat;Lehner, Martin D.. And the article was included in ACS Medicinal Chemistry Letters in 2017.Synthetic Route of C5H3ClN4 This article mentions the following:

The delta isoform of the phosphatidylinositol 3-kinase (PI3Kδ) has been shown to have an essential role in specific immune cell functions and thus represents a potential therapeutic target for autoimmune and inflammatory diseases. Herein, the optimization of a series of pyrrolotriazinones as potent and selective PI3Kδ inhibitors is described. The main challenge of the optimization process was to identify an orally available compound with a good pharmacokinetic profile in preclin. species that predicted a suitable dosing regimen in humans. Structure-activity relationships and structure-property relationships are discussed. This medicinal chem. exercise led to the identification of LAS191954 as a candidate for clin. development. In the experiment, the researchers used many compounds, for example, 4-Amino-6-chloropyrimidine-5-carbonitrile (cas: 60025-09-4Synthetic Route of C5H3ClN4).

4-Amino-6-chloropyrimidine-5-carbonitrile (cas: 60025-09-4) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Synthetic Route of C5H3ClN4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Arundhathi, Racha et al. published their research in European Journal of Organic Chemistry in 2010 | CAS: 10282-32-3

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Recommanded Product: 10282-32-3

C-N Bond Formation Catalysed by CuI Bonded to Polyaniline Nanofiber was written by Arundhathi, Racha;Kumar, Desitti Chaitanya;Sreedhar, Bojja. And the article was included in European Journal of Organic Chemistry in 2010.Recommanded Product: 10282-32-3 This article mentions the following:

Polyaniline nanofiber as a macroligand for the supported cuprous iodide catalyst (CuI-PANInf) has been developed for the coupling of aryl halides (including aryl chlorides) with aliphatic, aromatic, and N(H)-heterocyclic amines under ambient conditions (80 °C for aryl chlorides) has been developed. This simple and efficient method for coupling reactions is highly versatile, convenient, and also the catalyst can be used for several cycles with good-to-excellent yields. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Recommanded Product: 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Recommanded Product: 10282-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Xia, Hai-Dong et al. published their research in Organic Letters in 2018 | CAS: 53312-77-9

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Name: 2-Amino-3-chlorobenzonitrile

Water-Soluble Hypervalent Iodine(III) Having an I-N Bond. A Reagent for the Synthesis of Indoles was written by Xia, Hai-Dong;Zhang, Yan-Dong;Wang, Yan-Hui;Zhang, Chi. And the article was included in Organic Letters in 2018.Name: 2-Amino-3-chlorobenzonitrile This article mentions the following:

A readily accessible and bench-stable water-soluble hypervalent iodine(III) reagent (phenyliodonio)sulfamate (PISA, PhI+NHSO3–) with an I-N bond was synthesized, and its structure was characterized by X-ray crystallog. anal. of its monoaqua complex. N-(Alkenylphenyl)amides such as I (R = Me, Et, BuCH2, cyclopropyl, cyclohexyl, Ph, H, Et; R1 = H, Me, n-Pr, PhCH2) underwent regioselective rearrangement and oxidative cyclization mediated by PISA and H2O in MeCN to yield acylindoles such as II (R = Me, Et, BuCH2, cyclopropyl, cyclohexyl, Ph, H, Et; R1 = H, Me, n-Pr, PhCH2). Using this new method, the antiinflammatory agents indomethacin and zidometacin and 2-methylindole (an intermediate in the preparation of pravadoline) were prepared In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Name: 2-Amino-3-chlorobenzonitrile).

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Name: 2-Amino-3-chlorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Elliott, Richard J. R. et al. published their research in MedChemComm in 2015 | CAS: 37812-51-4

4-(Morpholinomethyl)benzonitrile (cas: 37812-51-4) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Product Details of 37812-51-4

Design and discovery of 3-aryl-5-substituted-isoquinolin-1-ones as potent tankyrase inhibitors was written by Elliott, Richard J. R.;Jarvis, Ashley;Rajasekaran, Mohan B.;Menon, Malini;Bowers, Leandra;Boffey, Ray;Bayford, Melanie;Firth-Clark, Stuart;Key, Rebekah;Aqil, Rehan;Kirton, Stewart B.;Niculescu-Duvaz, Dan;Fish, Laura;Lopes, Filipa;McLeary, Robert;Trindade, Ines;Vendrell, Elisenda;Munkonge, Felix;Porter, Rod;Perrior, Trevor;Springer, Caroline;Oliver, Antony W.;Pearl, Laurence H.;Ashworth, Alan;Lord, Christopher J.. And the article was included in MedChemComm in 2015.Product Details of 37812-51-4 This article mentions the following:

The tankyrase proteins (TNKS, TNKS2), members of the PARP superfamily of enzymes, are attractive anti-cancer drug targets, particularly as inhibition of their catalytic activity has been shown to antagonize oncogenic WNT signalling. To identify chem. inhibitors of tankyrase we carried out an in silico small mol. screen using a set of ‘PARP-binding’ pharmacophores together with a generated (liganded) tankyrase homol. model. This approach identified a structurally diverse set of ∼1000 compounds for further study. Subsequent in vitro screening of recombinant tankyrase protein identified a subset of 59 confirmed inhibitors. Early optimization followed by cell-based studies in WNT-dependent tumor cells, as well as co-crystallization studies, identified a novel class of 3-aryl-5-substituted isoquinolin-1-ones, such as 21, that exhibit potent inhibition of tankyrase activity as well as growth inhibition of colorectal cancer cells. In the experiment, the researchers used many compounds, for example, 4-(Morpholinomethyl)benzonitrile (cas: 37812-51-4Product Details of 37812-51-4).

4-(Morpholinomethyl)benzonitrile (cas: 37812-51-4) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Product Details of 37812-51-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts