Category: nitriles-buliding-blocks

Synthesis of Benzotriazine and Aryltriazene Derivatives Starting from 2-Azidobenzonitrile Derivatives was written by Nakhai, Azadeh;Stensland, Birgitta;Svensson, Per H.;Bergman, Jan. And the article was included in European Journal of Organic Chemistry in 2010.Name: 2-Amino-3,5-dibromobenzonitrile This article mentions the following:

3-Substituted 3,4-dihydro-4-imino-1,2,3-benzotriazine derivatives 7 (e. g. I) were formed from 2-azidobenzonitriles as starting materials on treatment with Grignard or lithium organic reagents. In some cases these procedures gave aryltriazenes, e. g. II and III, as products. All compounds were identified by NMR spectroscopy and the structures of three products, namely I, II and III, were corroborated by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5Name: 2-Amino-3,5-dibromobenzonitrile).

2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. 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.Name: 2-Amino-3,5-dibromobenzonitrile

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An efficient Ir(III) catalyst for the asymmetric transfer hydrogenation of ketones in neat water was written by Li, Xiaohong;Blacker, John;Houson, Ian;Wu, Xiaofeng;Xiao, Jianliang. And the article was included in Synlett in 2006.Related Products of 101219-69-6 This article mentions the following:

The chiral M-CsDPEN [M = Ru, Rh, Ir; CsDPEN = (R,R,R)- or (S,S,S)-N-camphorsulfonyl-1,2-diphenylethylenediamine] catalysts were shown to be efficient for the asym. transfer hydrogenation (ATH) of aryl ketones by formate in neat water. Of particular note is the Ir-(R,R,R)-CsDPEN catalyst, which catalyzes the ATH of a wide range of ketones and delivers almost full conversions within a few hours at a S/C ratio of 1000 at 40° in most cases, with enantioselectivities ≤98% ee. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Related Products of 101219-69-6).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. 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 101219-69-6

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X-ray crystal structure of a 2-amino-3,4-dihydroquinazoline 5-HT₃ serotonin receptor antagonist and related analogs was written by Abdelkhalek, Ahmed S.;Musayev, Faik N.;Iyer, Kavita A.;Hemanth, Prithvi;Safo, Martin K.;Dukat, Malgorzata. And the article was included in Journal of Molecular Structure in 2020.Electric Literature of C7H5ClN2 This article mentions the following:

Certain 2-amino-3,4-dihydroquinazolines bind at 5-HT₃ serotonin receptors and act as antagonists (e.g. 6-chloro) whereas others bind with little to no affinity and lack functional activity (e.g. 8-chloro). The purpose of this investigation was to gain insight as to why this might be the case. X-Ray crystallog. studies revealed that the N-C-N distances in the examined analogs are nearly identical (1.31-1.34 Å), suggesting that differences in N-C-N delocalization does not account for differences in affinity/action. Homol. modeling hydrophatic interactions (HINT) anal. revealed that the 6-chloro analog formed a greater number, and more favorable, interactions with the receptor, whereas the 8-chloro analog formed fewer, and unfavorable, interactions. The affinity and activity of the 6-chloro quinazoline relative to its 8-chloro counterpart are unrelated to the N-C-N delocalization pattern but might be related to specific (favorable and unfavorable) interactions of quinazoline substituents with certain receptor features as determined by HINT anal. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Electric Literature of C7H5ClN2).

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) 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. 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. Electric Literature of C7H5ClN2

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An Enantioconvergent Benzylic Hydroxylation Using a Chiral Aryl Iodide in a Dual Activation Mode was written by Abazid, Ayham H.;Clamor, Nils;Nachtsheim, Boris J.. And the article was included in ACS Catalysis in 2020.Reference of 101219-69-6 This article mentions the following:

The application of a triazole-substituted chiral iodoarene in a direct enantioselective hydroxylation of alkyl arenes was reported. This method allows the rapid synthesis of chiral benzyl alcs. in high yields and stereocontrol, despite its nontemplated nature. In a cascade activation consisting of an initial irradiation-induced radical C-H-bromination and a consecutive enantioconvergent hydroxylation, the iodoarene catalyst has a dual role. It initiates the radical bromination in its oxidized state through an in-situ-formed bromoiodane and in the second, Cu-catalyzed step, it acts as a chiral ligand. This work demonstrates the ability of a chiral aryl iodide catalyst acting both as an oxidant and as a chiral ligand in a highly enantioselective C-H-activating transformation. Furthermore, this concept presents an enantioconvergent hydroxylation with high selectivity using a synthetic catalyst. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Reference of 101219-69-6).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) 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 conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Reference of 101219-69-6

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Metal-Free Oxidation of Primary Amines to Nitriles through Coupled Catalytic Cycles was written by Lambert, Kyle M.;Bobbitt, James M.;Eldirany, Sherif A.;Kissane, Liam E.;Sheridan, Rose K.;Stempel, Zachary D.;Sternberg, Francis H.;Bailey, William F.. And the article was included in Chemistry – A European Journal in 2016.Computed Properties of C8H4F3NO This article mentions the following:

Synergism among several intertwined catalytic cycles allowed for selective, room temperature oxidation of primary amines to the corresponding nitriles in 85-98 % isolated yield. This metal-free, scalable, operationally simple method employed a catalytic quantity of 4-acetamido-TEMPO (ACT; TEMPO = 2,2,6,6-tetramethylpiperidine N-oxide) radical and the inexpensive, environmentally benign triple salt oxone as the terminal oxidant under mild conditions. Simple filtration of the reaction mixture through silica gel afforded pure nitrile products. In the experiment, the researchers used many compounds, for example, 2-(Trifluoromethoxy)benzonitrile (cas: 63968-85-4Computed Properties of C8H4F3NO).

2-(Trifluoromethoxy)benzonitrile (cas: 63968-85-4) 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.Computed Properties of C8H4F3NO

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An innovative synthesis of tertiary hydroxyl thieno[2,3-d]pyrimidinone skeleton: natural-like product from the tandem reaction of o-aminothienonitrile and carbonyl compound was written by Yang, Junjuan;Shi, Daxin;Hao, Pengfei;Yang, Deli;Zhang, Qi;Li, Jiarong. And the article was included in Tetrahedron Letters in 2016.Product Details of 70291-62-2 This article mentions the following:

A straightforward base accelerant tandem protocol for the synthesis of the tertiary hydroxyl natural-like thieno[2,3-d]pyrimidinone skeleton was developed from the cyclocondensation of o-aminothienonitrile and carbonyl compound The reaction process included PDF conversion and photo-catalytic oxygenation. This synthetic strategy offered an alternative method for regioselective construction of tertiary hydroxylated thieno[2,3-d]pyrimidinone architectures with kinetic, thermodn. control, and six-member ring effect. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Product Details of 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) 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.Product Details of 70291-62-2

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First Synthesis of Phosphorylated Thienopyridines from 2-amino-3-cyanothiophenes and β-ketophosphonates was written by Khalladi, Khaoula;Touil, Soufiane. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2013.Category: nitriles-buliding-blocks This article mentions the following:

In a simple procedure, treatment of 2-amino-3-cyanothiophenes with β-ketophosphonates, under acid catalysis, leads to new 4-amino-5-phosphonothieno[2,3-b]pyridines in good to excellent yields. The structure of obtained products was confirmed by NMR (¹H, ³¹P, ¹³C) and IR spectroscopies, and by mass spectrometry. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Category: nitriles-buliding-blocks).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) 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. 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.Category: nitriles-buliding-blocks

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Ultrasound-promoted synthesis of 2-aminothiophenes accelerated by DABCO utilizing PEG-200 as solvent was written by Liang, Chengyuan;Tang, Zhishu;Qian, Weidong;Shi, Chunyang;Song, Huihui. And the article was included in Journal of Chemical and Pharmaceutical Research in 2014.Recommanded Product: 70291-62-2 This article mentions the following:

An expeditious and greener one-pot procedure was developed for the synthesis of multisubstituted 2-aminothiophene derivatives I (R¹ = H; R¹R² = (CH₂)₃, (CH₂)₄; R² = Et, i-Pr, n-Pr, Ph; R³ = CN, CO₂Et). In the presence of catalytic amount of DABCO, ketones or aldehydes, dicyanomethane and elemental sulfur were converted into the corresponding 2-aminothiophene derivatives in moderate to high yields in PEG-200 under sonication. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Recommanded Product: 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) 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. 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.Recommanded Product: 70291-62-2

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An Efficient and Selective Nickel-Catalyzed Direct N-Alkylation of Anilines with Alcohols was written by Vellakkaran, Mari;Singh, Khushboo;Banerjee, Debasis. And the article was included in ACS Catalysis in 2017.Electric Literature of C14H12N2 This article mentions the following:

Herein, we developed an efficient and selective nickel-catalyzed monoalkylation of various primary alcs. with aryl and heteroaryl amines together with diols and amino alc. derivatives Notably, the catalytic protocol consisting of an earth-abundant and non-precious NiBr₂/L1 (L1 = 1,10-phenanthroline) system enables the transformations in the presence of hydroxyl, alkene, nitrile, and nitro functionalities. As a highlight, we have demonstrated the alkylation of diamine, intramol. cyclization to N-heterocycles, and functionalization of complex vitamin E, an (±)-α-tocopherol derivative Preliminary mechanistic studies revealed the participation of a benzylic C-H bond in the rate-determining step. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Electric Literature of C14H12N2).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile carbon shifts are in the range of 115�25 ppm whereas in isonitriles the shifts are around 155�65 ppm. 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 C14H12N2

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Synthesis and evaluation of the antifungal activity of 2-(substituted-amino)-4,5-dialkyl-thiophene-3-carbonitrile derivatives was written by Mendonca, Francisco J. B. Jr.;Lima-Neto, Reginaldo G.;de Oliveira, Tiago B.;de Lima, Maria do C. A.;Pitta, Ivan R.;Galdino, Suely L.;da Cruz, Rayssa M. D.;de Araujo, Rodrigo S. A.;Neves, Rejane P.. And the article was included in Latin American Journal of Pharmacy in 2011.Related Products of 70291-62-2 This article mentions the following:

Fifteen 2-[(substituted-benzylidene)amino]-5-methyl-thiophene-3-carbonitrile and 2-[(substituted-benzylidene)amino]-4,5-cycloalkyl-thiophene-3-carbonitrile derivatives were synthesized and screened for their in vitro antifungal activity against 42 clin. isolates of Candida (representing 4 different species) and 2 isolates of Cryptococcus. The antifungal activities of these compounds were compared to fluconazole and amphotericin B as standard agents. All compounds presented fungicidal activity at different doses, but a few compounds showed moderate or poor antifungal activity when compared with the standard drugs. The Cryptococcus strains were more sensitive than those of the genus Candida, and the compound 2-[(4-nitrobenzylidene)amino]-4,5-cyclohexyl-thiophene-3-carbonitrile was the most active, with MFC values varying between 100-800 μg/mL. A preliminary SAR study demonstrated that the presence of a cycloalkyl ring linked to the thiophene moiety is essential for antifungal activity, and that the best antifungal candidates are cyclohexyl compounds In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Related Products of 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) 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 conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Related Products of 70291-62-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts