Nitriles-buliding-blocks

A novel thiocarbamide functionalized graphene oxide supported bimetallic monodisperse Rh-Pt nanoparticles (RhPt/TC@GO NPs) for Knoevenagel condensation of aryl aldehydes together with malononitrile was written by Sen, Betul;Akdere, Esma Hazal;Savk, Aysun;Gultekin, Emine;Parali, Ozge;Goksu, Haydar;Sen, Fatih. And the article was included in Applied Catalysis, B: Environmental in 2018.Reference of 55490-87-4 This article mentions the following:

It is shown in this study that the graphene oxide can be mainly functionalized with a single species of sulfur and can be reduced to form a graphene which is functionalized with monothiol at the same time. By the help of thiocarbamide-functionalized graphene oxide (TC@GO) the monodisperse rhodium/platinum nanoparticles (RhPt/TC@GO NPs) have been synthesized as promising catalysts for the Knoevenagel condensation to benzylidenemalononitrile derivatives of aryl aldehydes. The monodisperse RhPt/TC@GO NPs have been prepared via a facile method. The novel thiocarbamide-functionalized graphene oxide (TC@GO) supported rhodium/platinum nanoparticles (RhPt/TC@GO NPs) are identified by characterization techniques such as the Raman spectroscopy, high resolution transmission electron microscopy (HRTEM), transmission electron microscopy (TEM), X-ray diffraction (XRD) and XPS. The spectroscopic and morphol. studies of the monodisperse RhPt/TNM@GO NPs indicate the highly crystalline form, well dispersity, ultrafine structure and colloidally stable NPs. After fully characterization of prepared nanoparticles, the novel nanocatalysts have been tried for the Knoevenagel condensation to benzylidenemalononitrile derivatives of aryl aldehydes and show excellent catalytic activity and a yield over 99% by the reaction at room temperature within 8-35 min in the presence of malononitrile and derivatives of aldehyde. As a result, the prepared nanocomposites exhibit very good heterogeneous catalyst properties for Knoevenagel condensation reactions. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Reference of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. 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.Reference of 55490-87-4

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Nitrile – Wikipedia,
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Synthesis of Carbamoyl Fluorides Using a Difluorophosgene Surrogate Derived from Difluorocarbene and Pyridine N-Oxides was written by Cadwallader, Dusty;Tiburcio, Tristan R.;Cieszynski, George A.;Le, Christine M.. And the article was included in Journal of Organic Chemistry in 2022.Name: 4-(Benzylamino)benzonitrile This article mentions the following:

The authors report a method for the synthesis of carbamoyl fluorides from secondary amines using bench-stable, inexpensive, and readily accessible starting materials that, when combined, yield a surrogate for toxic difluorophosgene (COF₂) gas. In contrast to state-of-the-art methods for the synthesis of carbamoyl fluorides, the current protocol does not require the use of pre-functionalized substrates, the preparation of light-, temperature-, and/or moisture-sensitive chems., nor the application of explosive fluorinating reagents. 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. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Name: 4-(Benzylamino)benzonitrile

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

1,3-diethynylallenes: stable monomers, length-defined oligomers, asymmetric synthesis, and optical resolution was written by ter Wiel, Matthijs K. J.;Odermatt, Severin;Schanen, Patrick;Seiler, Paul;Diederich, Francois. And the article was included in European Journal of Organic Chemistry in 2007.Related Products of 5351-07-5 This article mentions the following:

A series of differently substituted 1,3-diethynylallenes (DEAs) have been synthesized, confirming that the previously introduced construction protocols tolerate a variety of functional groups. The new DEAs bear at least one polar group to facilitate enantiomer separations on chiral stationary phases and to allow further functionalization. They are thermally and environmentally stable compounds since bulky substituents next to the cumulene moiety suppress the tendency to undergo [2 + 2] cyclodimerization. A series of length-defined oligomers were obtained as mixtures of stereoisomers by oxidative coupling of a monomeric DEA under Glaser-Hay conditions. The electronic absorption data indicate a lack of extended π-electron conjugation across the oligomeric backbone due to the orthogonality of the allenic π-systems. Remarkably, even complex mixtures of stereoisomers only yield one single set of NMR signals, which under-lines the low stereodifferentiation in acyclic allenoacetylenic structures. Optical resolution of DEAs represents an amazing challenge, and preliminary results on the anal. level are reported. Asym. synthesis by Pd-mediated S_N2′-type cross-coupling of an alkyne to an optically pure bispropargylic precursor opens another promising route to optically active allenes with stereoselectivities currently reaching up to 78% ee. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5Related Products of 5351-07-5).

2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. 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.Related Products of 5351-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis and in vitro acetylcholinesterase and butrylcholinesterase inhibitory activity of tacrine (cognex) derivatives was written by Gregor, Vlad E.;Emmerling, Mark R.;Lee, Chitase;Moore, Catherine J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 1992.Product Details of 53312-77-9 This article mentions the following:

Chlorosubstituted derivatives of tacrine, I (X = H, 5-, 6-, 7-, 8-Cl, n = 0), and of 1,4-methylenetacrine, I (n = 1), and their in vitro acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activities are described. Thus, 2-aminobenzonitriles II (X = H, 3-, 4-, 5-, 6-Cl) cyclized with cyclohexanone or norcamphor to give I (n = 0, 1), resp. The most potent analogs are 6-chlorotacrine I (X = 6-Cl, n = 0) in AChE and 7-chlorotacrine I (X = 7-Cl, n = 0) in BChE inhibition. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Product Details of 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. 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.Product Details of 53312-77-9

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fast and efficient bromination of aromatic compounds with ammonium bromide and oxone was written by Naresh, Mameda;Kumar, Macharla Arun;Reddy, Marri Mahender;Swamy, Peraka;Nanubolu, Jagadeesh Babu;Narender, Nama. And the article was included in Synthesis in 2013.COA of Formula: C7H4Br2N2 This article mentions the following:

A highly efficient, rapid and regioselective protocol was developed for the ring bromination of aromatic compounds under mild conditions with ammonium bromide as a source of bromine source and Oxone (potassium peroxysulfate) as an oxidant. No metal catalyst or acidic additive is required. A variety of aromatic compounds, including methoxy, hydroxy, amino, and alkyl arenes, reacted smoothly to give the corresponding monobrominated products in good to excellent yields in very short reaction times. Moreover, dibromination of deactivated anilines to give the corresponding dibromides proceeded in high yields. Interestingly, 1-(2-naphthyl)ethanone provided a ring-brominated product. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5COA of Formula: C7H4Br2N2).

2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).COA of Formula: C7H4Br2N2

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Antituberculous compounds. III. p-Alkoxy-N-arylbenzamidines was written by Partridge, M. W.. And the article was included in Journal of the Chemical Society in 1949.Electric Literature of C11H13NO This article mentions the following:

As an extension of experiments on the relation between structure and activity against Mycobacterium tuberculosis of N-substituted amidines, a series of p-alkoxy-N-arylbenzamidines and certain analogs have been prepared Although high activities were observed in vitro in several cases, no activity could be demonstrated in vivo. p-NCC₆H₄ONa (prepared with 1 equivalent of Na in EtOH) and 1 equivalent of RCl, refluxed 16-20 h., give the following p-alkoxylphenyl cyanides (I), p-ROC₆H₄CN (R given): Pr, b₃ 121-2°, m. 47°, 54%; Bu, b₃ 146-8°, m. 35°, 80%; hexyl, b₃ 155-7°, m. 32°, 71%; octyl, b₂ 171-3 °, 70%; allyl, m. 43°, 72%; iso-Bu, b₁ 114-16°, 35%. The I and an equivalent of an arylammonium benzenesulfonate, heated 1-4 h. at 180-210°, give the following N-phenylbenzamidines, p-ROC₆H₄C(:NH)NHPh (R given): Me (benzenesulfonate, m. 186-7°, 51%); Et, m. 143.5-4.5°, 55% (benzenesulfonate, m. 168-9°); Pr, m. 128-9°, 72%; Bu, m. 121-2°, 90%; iso-Bu, m. 131-2°, 88%; allyl, m. 115-17°, 28% (low yield a result of reduced heating period to avoid Claisen rearrangement of the cyanide); hexyl, m. 122-4°, 90%; octyl, m. 118-19°, 90%. p-MeOC₆H₄CN (13.3 g.) and 9.4 g. 2-aminopyridine at 60°, treated (5 min.) with 13.3 g. AlCl₃ and heated 20 min. at 200°, give 5.4 g. unchanged p-MeOC₆H₄CN and 24% p-methoxy-N-(2-pyridyl)benzamidine, m. 107-8°. p-MeOC₆H₄C(:NPh)Cl (30 g.) and 12 g. PhNH₂ in 100 cc. C₆H₆, refluxed 3 h., give 78% of the chloride, m. 269-70° (decomposition), of p-methoxy-N,N’-diphenylbenzamidine, m. 107-8°. p-BuOC₆H₄COCl (51.2 g.) and 70 cc. 2 N NaOH, gradually added to 22.3 g. PhNH₂ in 50 cc. 2 N NaOH, give 76% p-butoxybenzanilide (II), m. 147°; II, PhNH₂, and PCl₅ give 96% p-butoxy-N,N’-diphenylbenzamidine, m. 111°. p-H₂NC₆H₄CO₂Et and PhSO₃H give p-carbethoxyanilinium benzenesulfonate, m. 194-5°; p-butoxy-N-(p-carbethoxyphenyl)benzamidine, m. 138.5-9.5°, 43%; refluxed 6 h. with 5 N NaOH, there results 78% of the free acid, m. 249-50° (decomposition). p-Butoxy-N-(p-chlorophenyl)benzamidine, m. 151-2°, 50%; N-(p-butoxyphenyl) analog, m. 149-50°, 60%. The relation between structure and activity of these compounds against M. tuberculosis is discussed. The activities of the more active members of this series are decreased by serum, although some of the compounds retain activities of the order of 1:100,000. In the experiment, the researchers used many compounds, for example, 4-iso-Butoxybenzonitrile (cas: 5203-15-6Electric Literature of C11H13NO).

4-iso-Butoxybenzonitrile (cas: 5203-15-6) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Electric Literature of C11H13NO

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of strontium ranelate was written by Xu, Yan;Su, Man;Qu, Chun-sheng. And the article was included in Qilu Yaoshi in 2012.Product Details of 58168-20-0 This article mentions the following:

The synthesis of strontium ranelate was studied. The strontium ranelate was synthesized from citric acid by decarboxylation, esterification, cyclization, alkylation, hydrolyzation and then salt formation. The structure of strontium ranelate was confirmed by IR, ¹H-NMR, ¹³C-NMR and the total yield was approx. 41.4%. This synthesis route was simple with low cost and high purity, and it was suitable for industrial production In the experiment, the researchers used many compounds, for example, Ethyl 5-amino-4-cyano-3-(2-ethoxy-2-oxoethyl)thiophene-2-carboxylate (cas: 58168-20-0Product Details of 58168-20-0).

Ethyl 5-amino-4-cyano-3-(2-ethoxy-2-oxoethyl)thiophene-2-carboxylate (cas: 58168-20-0) belongs to nitriles. Nitrile carbon shifts are in the range of 115�25 ppm whereas in isonitriles the shifts are around 155�65 ppm. 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.Product Details of 58168-20-0

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Copper-promoted cross-coupling of nitroarenes with 4-alkyl-1,4-dihydropyridines using a peroxide-driven radical reductive strategy was written by Jiang, Hui-Min;Qin, Jing-Hao;Sun, Qing;Zhang, Dong;Jiang, Jin-Peng;Ouyang, Xuan-Hui;Song, Ren-Jie;Li, Jin-Heng. And the article was included in Organic Chemistry Frontiers in 2022.Related Products of 10282-32-3 This article mentions the following:

A copper-promoted reductive cross-coupling of nitroarenes RNO₂ (R = Ph, 4-iodiphenyl, pyridin-3-yl, etc.) with 4-alkyl-1,4-dihydropyridines I (R¹ = Pr, cyclohexyl, Bn, etc.) for producing N-alkylbenzenamines RNHR¹ is described. Using 4-alkyl-1,4-dihydropyridines I as alkyl radical sources and internal reducing agents enables the construction of C(sp³)-N bonds under oxidative conditions, which provide an elegant complementary platform to assemble N-alkylbenzenamines with good tolerance for sensitive functional groups. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Related Products of 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. 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.Related Products of 10282-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Property Focused Structure-Based Optimization of Small Molecule Inhibitors of the Protein-Protein Interaction between Menin and Mixed Lineage Leukemia (MLL) was written by Borkin, Dmitry;Pollock, Jonathan;Kempinska, Katarzyna;Purohit, Trupta;Li, Xiaoqin;Wen, Bo;Zhao, Ting;Miao, Hongzhi;Shukla, Shirish;He, Miao;Sun, Duxin;Cierpicki, Tomasz;Grembecka, Jolanta. And the article was included in Journal of Medicinal Chemistry in 2016.Quality Control of 5-Methyl-2-nitrobenzonitrile This article mentions the following:

Development of potent small mol. inhibitors of protein-protein interactions with optimized druglike properties represents a challenging task in lead optimization process. Here, we report synthesis and structure-based optimization of new thienopyrimidine class of compounds, which block the protein-protein interaction between menin and MLL fusion proteins that plays an important role in acute leukemias with MLL translocations. We performed simultaneous optimization of both activity and druglike properties through systematic exploration of substituents introduced to the indole ring of lead compound 1 (MI-136) to identify compounds suitable for in vivo studies in mice. This work resulted in the identification of compound 27 (MI-538), which showed significantly increased activity, selectivity, polarity, and pharmacokinetic profile over 1 and demonstrated a pronounced effect in a mouse model of MLL leukemia. This study, which reports detailed structure-activity and structure-property relationships for the menin-MLL inhibitors, demonstrates challenges in optimizing inhibitors of protein-protein interactions for potential therapeutic applications. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6Quality Control of 5-Methyl-2-nitrobenzonitrile).

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) 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. 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. Quality Control of 5-Methyl-2-nitrobenzonitrile

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Antihypertensive activity of 6-arylpyrido[2,3-d]pyrimidin-7-amine derivatives was written by Bennett, Lawrence R.;Blankley, C. John;Fleming, Robert W.;Smith, Ronald D.;Tessman, Deirdre K.. And the article was included in Journal of Medicinal Chemistry in 1981.Category: nitriles-buliding-blocks This article mentions the following:

Fifty-one title compounds I (R = H, Me, Et, etc.; R¹ = H, Me, OEt, etc.; R² = substituted phenyl) were synthesized and evaluated for antihypertensive activity in the conscious spontaneously hypertensive rat. A number of these compounds, notably 6-(2,6-dichlorophenyl)-2-methylpyrido[2,3-d]pyrimidin-7-amine [76574-80-6], lowered blood pressure in these rats in a gradual and sustained manner to normotensive levels at oral doses of 10-50 mg/kg. Normalized blood pressure levels could then be maintained by single daily oral doses. The effect of structural variation in the 6-aryl group and in the 2 and 4 positions of the pyridopyrimidine ring on activity is reported and discussed. In the experiment, the researchers used many compounds, for example, 2-(2,3-Dichlorophenyl)acetonitrile (cas: 3218-45-9Category: nitriles-buliding-blocks).

2-(2,3-Dichlorophenyl)acetonitrile (cas: 3218-45-9) belongs to nitriles. Nitrile carbon shifts are in the range of 115�25 ppm whereas in isonitriles the shifts are around 155�65 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. Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts