Category: 55219-11-9

Preparation of polyfunctional nitriles by the cyanation of functionalized organozinc halides with p-toluenesulfonyl cyanide was written by Klement, Ingo;Lennick, Klaus;Tucker, Charles E.;Knochel, Paul. And the article was included in Tetrahedron Letters in 1993.Quality Control of Benzo[b]thiophene-2-carbonitrile This article mentions the following:

Various alkyl, alkenyl, alkynyl, benzylic, aromatic or heterocyclic organozinc halides bearing functional groups such as an ester, a boronic ester, a cyanide, a halide or a trialkoxysilyl group react under mild conditions with p-toluenesulfonyl cyanide (TosCN) affording polyfunctional nitriles in 69-93% yields. Thus, (E)-Cl(CH₂)₃CH:CHZnI was treated sequentially with BuLi, ZnI₂, and TosCN in THF to give 72% (E)-Cl(CH₂)₃CH:CHCN. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Quality Control of Benzo[b]thiophene-2-carbonitrile).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Quality Control of Benzo[b]thiophene-2-carbonitrile

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

A General and Convenient Catalytic Synthesis of Nitriles from Amides and Silanes was written by Zhou, Shaolin;Junge, Kathrin;Addis, Daniele;Das, Shoubhik;Beller, Matthias. And the article was included in Organic Letters in 2009.Recommanded Product: 55219-11-9 This article mentions the following:

A new and convenient protocol for the catalytic dehydration of aromatic and aliphatic amides using silanes in the presence of catalytic amounts of fluoride is presented. The synthesis of aliphatic and aromatic nitriles proceeds with high selectivity under mild conditions. Notably, a wide substrate range is converted in good to excellent yields. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Recommanded Product: 55219-11-9).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophene scaffolds are of great importance due to its increased presence in bioactive molecules. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Recommanded Product: 55219-11-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Iron(II)-Catalyzed Direct Cyanation of Arenes with Aryl(cyano)iodonium Triflates was written by Shu, Zhibin;Ji, Wenzhi;Wang, Xi;Zhou, Yujing;Zhang, Yan;Wang, Jianbo. And the article was included in Angewandte Chemie, International Edition in 2014.Application In Synthesis of Benzo[b]thiophene-2-carbonitrile This article mentions the following:

A direct oxidative cyanation of arenes under iron [Fe(II)] catalysis with [3,5-bis(trifluoromethyl)phenyl](cyano)iodonium triflate (DFCT) as the cyanation agent has been developed. The reaction is applicable to wide range of aromatic substrates, including polycyclic structures and heteroaromatic compounds Under optimized conditions the synthesis of the target compounds was achieved using acetic acid iron(2+) salt (2:1) [iron(II) acetate] as catalyst and cyano[4-(trifluoromethyl)phenyl]iodonium trifluoromethanesulfonate (1:1) as cyano group source. Starting materials included 1,4-dimethylbenzene (alkyl arene), naphthalene, anthracene, phenanthrene, 1-[tris(1-methylethyl)silyl]-1H-pyrrole, 1-[(4-methylphenyl)sulfonyl]-1H-pyrrole, benzo[b]thiophene, benzofuran, 1-(3-methyl-1H-indol-1-yl)-ethanone (indole derivative),. The title compounds thus formed included aromatic nitriles, such as benzonitrile derivatives, 9-anthracenecarbonitrile, 1-naphthalenecarbonitrile, 1-[(4-methylphenyl)sulfonyl]-1H-pyrrole-2-carbonitrile, 9-phenanthrenecarbonitrile, benzo[b]thiophene-2-carbonitrile, etc. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Application In Synthesis of Benzo[b]thiophene-2-carbonitrile).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophene is used as starting material for the synthesis of bioactive molecules. The core structure is a part of various pharmaceutical substances and natural products. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Application In Synthesis of Benzo[b]thiophene-2-carbonitrile

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

A practical synthesis of 2-carbonylbenzo[b]thiophenes was written by Hsiao, Chi Nung;Bhagavatula, Lakshmi;Pariza, Richard J.. And the article was included in Synthetic Communications in 1990.Computed Properties of C9H5NS This article mentions the following:

The sequential reduction and alkylation of 2-HSC₆H₄CO₂H gave 2-RCH₂SC₆H₄CH₂OH [R = COMe, COPh, COCMe₃, CO₂Et, cyano, CH(OMe)₂]. The oxidation and intramol. aldol condensation of the latter gave the title compounds I (same R). In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Computed Properties of C9H5NS).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophene is used as starting material for the synthesis of bioactive molecules. The core structure is a part of various pharmaceutical substances and natural products. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Computed Properties of C9H5NS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

2-(2-Thienyl)-5,6-dihydroxy-4-carboxypyrimidines as Inhibitors of the Hepatitis C Virus NS5B Polymerase: Discovery, SAR, Modeling, and Mutagenesis was written by Koch, Uwe;Attenni, Barbara;Malancona, Savina;Colarusso, Stefania;Conte, Immacolata;Di Filippo, Marcello;Harper, Steven;Pacini, Barbara;Giomini, Claudia;Thomas, Steven;Incitti, Ilario;Tomei, Licia;De Francesco, Raffaele;Altamura, Sergio;Matassa, Victor G.;Narjes, Frank. And the article was included in Journal of Medicinal Chemistry in 2006.Electric Literature of C9H5NS This article mentions the following:

Infections caused by hepatitis C virus (HCV) are a significant world health problem for which novel therapies are in urgent demand. The polymerase of HCV is responsible for the replication of viral RNA. The authors recently disclosed dihydroxypyrimidine carboxylates as novel, reversible inhibitors of the HCV NS5B polymerase. This series was further developed into 5,6-dihydroxy-2-(2-thienyl)pyrimidine-4-carboxylic acids such as (I) (EC₅₀ 9.3 μM), which now show activity in the cell-based HCV replication assay. The structure-activity relation of these inhibitors is discussed in the context of their physicochem. properties and of the polymerase crystal structure. We also report the results of mutagenesis experiments which support the proposed binding model, which involves pyrophosphate-like chelation of the active site Mg ions. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Electric Literature of C9H5NS).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Electric Literature of C9H5NS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Thiocyanate radical mediated dehydration of aldoximes with visible light and air was written by Ban, Yong-Liang;Dai, Jian-Ling;Jin, Xiao-Ling;Zhang, Qing-Bao;Liu, Qiang. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2019.Name: Benzo[b]thiophene-2-carbonitrile This article mentions the following:

Herein, a new means of activating aldoximes by an in situ generated thiocyanate radical from ammonium thiocyanate and mol. oxygen at room temp has been discussed. With a catalytic amount of organic dye aizenuranine as the photocatalyst, the dehydration of aldoximes proceeds smoothly under visible light irradiation, providing a simple to handle, excellent functional group tolerance, and metal-free protocol for a wide range of nitriles. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Name: Benzo[b]thiophene-2-carbonitrile).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Name: Benzo[b]thiophene-2-carbonitrile

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Practical one-pot transformation of electron-rich aromatics into aromatic nitriles with molecular iodine and aqueous NH₃ using Vilsmeier-Haack reaction was written by Ushijima, Sousuke;Moriyama, Katsuhiko;Togo, Hideo. And the article was included in Tetrahedron in 2012.Reference of 55219-11-9 This article mentions the following:

Various electron-rich aromatics could be efficiently transformed into the corresponding aromatic nitriles in good to moderate yields by treatment with DMF and POCl₃, followed by the reaction with mol. iodine or 1,3-diiodo-5,5-dimethylhydantoin (DIH) in aqueous NH₃. Some of the less reactive aromatics, such as anisole, 1,2-dimethoxybenzene, 1,4-dimethoxybenzene, and mesitylene, could also be transformed into the corresponding aromatic nitriles in good to moderate yields using N-methylformanilide and O(POCl₂)₂, followed by reaction with mol. iodine in aqueous NH₃. Moreover, propiophenone derivatives could be successfully transformed into the corresponding β-chlorocinnamonitriles by the reaction with DMF and POCl₃, followed by the reaction with mol. iodine and aqueous NH₃. These reactions are novel metal-free one-pot methods for the preparation of aromatic nitriles from electron-rich aromatics and β-chlorocinnamonitriles from propiophenones. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Reference of 55219-11-9).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Reference of 55219-11-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Nickel-catalyzed hydrogenolysis of unactivated carbon-cyano bonds was written by Patra, Tuhin;Agasti, Soumitra;Modak, Atanu;Maiti, Debabrata. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2013.Name: Benzo[b]thiophene-2-carbonitrile This article mentions the following:

Selective hydrogenolysis of C-CN bonds can allow chemists to take advantage of ortho-directing ability, α-C-H acidity, and electron withdrawing ability of the cyano group for synthetic manipulations. We have discovered hydrogenolysis of aryl and aliphatic cyanides under just 1 bar of hydrogen by using a nickel catalyst. E.g., in presence of Ni(COD)₂, tricyclohexylphosphine, and AlMe₃, hydrogenolysis of aromatic nitrile (I) gave 79% II. This protocol was applied in the aryl cyanide directed functionalization reaction and α-substitution of benzyl cyanides. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Name: Benzo[b]thiophene-2-carbonitrile).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.Name: Benzo[b]thiophene-2-carbonitrile

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem