October 2022 - Page 40 of 136 - Nitriles-buliding-blocks

Ivanov, Konstantin L. team published research in Synthesis in 2021 | 105-34-0

Safety of Methyl 2-cyanoacetate, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., 105-34-0.

Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate. Both routes are green in the sense that they do not generate stoichiometric amounts of salts. Safety of Methyl 2-cyanoacetate.

Ivanov, Konstantin L.;Melnikov, Mikhail Ya.;Budynina, Ekaterina M. research published ã?Reductive Knoevenagel Condensation with the Zn-AcOH Systemã? the research content is summarized as follows. An efficient gram-scale one-pot approach to 2-substituted malonates and related structures were developed, starting from com. available aldehydes and active methylene compounds The technique combines Knoevenagel condensation with the reduction of the C=C bond in the resulting activated alkenes with the Zn-AcOH system. The relative ease with which the C=C bond reduction occurs can be traced to the accepting abilities of the substituents in the intermediate arylidene malonates.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ivanov, Konstantin L. team published research in Synthesis in 2020 | 105-34-0

COA of Formula: C4H5NO2, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., 105-34-0.

Nitrile is any organic compound with a −C≡N functional group. 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate.The prefix cyano- is used interchangeably with the term nitrile in literature. COA of Formula: C4H5NO2.

Ivanov, Konstantin L.;Tukhtaev, Hamidulla B.;Tukhtaeva, Feruza O.;Bezzubov, Stanislav I.;Melnikov, Mikhail Ya.;Budynina, Ekaterina M. research published ã?One-Pot Synthesis of Î³-Azidobutyronitriles and Their Intramolecular Cycloadditionsã? the research content is summarized as follows. Efficient gram-scale, one-pot approached to azidocyanobutyrates and their amidated or decarboxylated derivatives was developed, starting from com. available aldehydes and cyanoacetates. These techniques combine (1) Knoevenagel condensation, (2) Corey-Chaykovsky cyclopropanation and (3) nucleophilic ring opening of donor-acceptor cyclopropanes with the azide ion, as well as (4) Krapcho decarboxylation or (4′) amidation. The synthetic utility of the resulting Î³-azidonitriles was demonstrated by their transformation into tetrazoles via intramol. (3+2)-cycloaddition A condition-dependent activation effect of the Î±-substituent was revealed in that case. Thermally activated azide-nitrile interaction did not differentiate the presence of an Î±-electron-withdrawing substituent in Î³-azidonitriles, whereas the Lewis acid mediated (SnCl₄or TiCl₄) reaction proceeded much easier for azidocyanobutyrates. This allowed us to develop an efficient procedure for converting azidocyanobutyrates into the corresponding tetrazoles.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Isci, Recep team published research in Journal of Polymer Science (Hoboken, NJ, United States) in 2021 | 20099-89-2

20099-89-2, 4-(2-Bromoacetyl)benzonitrile, also known as 2-Bromo-4′ -cyanoacetophenone, is a useful research compound. Its molecular formula is C9H6BrNO and its molecular weight is 224.05 g/mol. The purity is usually 95%.
2-Bromo-4′ -cyanoacetophenone can be synthesized from ethylbenzene via aerobic photooxidation using aqueous HBr.
4-(2-Bromoacetyl)benzonitrile is useful for the irreversible inhibitory activity of Glycogen synthase kinase 3 (GSK-3). Phenylhalomethylketones can be used in the study of novel GSK-3 inhibitors., Safety of 4-(2-Bromoacetyl)benzonitrile

Inorganic compounds containing the −C≡N group are not called nitriles, but cyanides instead.20099-89-2, formula is C9H6BrNO, Name is 4-(2-Bromoacetyl)benzonitrile. Though both nitriles and cyanides can be derived from cyanide salts, most nitriles are not nearly as toxic. Safety of 4-(2-Bromoacetyl)benzonitrile.

Isci, Recep;Gunturkun, Dilara;Yalin, Ahsen Sare;Ozturk, Turan research published 《 Copolymers of 4-thieno[3,2-b]thiophen-3-ylbenzonitrile with anthracene and biphenyl; synthesis, characterization, electronic, optical, and thermal properties》, the research content is summarized as follows. Two novel copolymers of 4-thieno[3,2-b]thiophen-3-ylbenzonitrile (TT-CN), possessing electron withdrawing cyano moiety, with anthracene (P1) and biphenyl (P2) were prepared via Suzuki coupling. Optic, electronic, and thermal properties of the copolymers were investigated through UV-Vis spectroscopy, cyclic voltammetry, gel permeation chromatog., and thermal gravimetric anal. The polymers with anthracene and biphenyl had electronic band gaps of 2.01 and 1.90 eV, resp. Both polymers demonstrated excellent large Stokes shifts of 101 (anthracene) and 105 nm (biphenyl) as well as very good thermal properties. As they had good optical, electronic, and thermal properties, they are promising candidates for electronic applications.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhao, Da’s team published research in Chem in 2019 | CAS: 1194-02-1

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

In 2019,Chem included an article by Zhao, Da; Xu, Peng; Ritter, Tobias. Category: nitriles-buliding-blocks. The article was titled 《Palladium-Catalyzed Late-Stage Direct Arene Cyanation》. The information in the text is summarized as follows:

The first general late-stage aryl C-H cyanation with broad substrate scope and functional-group tolerance was reported. The reaction was enabled by a dual-ligand combination of quinoxaline and an amino acid-derived ligand. The method was applicable to direct cyanation of several marketed small-mol. drugs, common pharmacophores and organic dyes.4-Fluorobenzonitrile(cas: 1194-02-1Category: nitriles-buliding-blocks) was used in this study.

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Jiesheng’s team published research in Chem in 2019 | CAS: 623-00-7

4-Bromobenzonitrile(cas: 623-00-7) is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceuticals and other organic chemicals,Name: 4-Bromobenzonitrile 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.

In 2019,Chem included an article by Li, Jiesheng; Luo, Yixin; Cheo, Han Wen; Lan, Yu; Wu, Jie. Name: 4-Bromobenzonitrile. The article was titled 《Photoredox-Catalysis-Modulated, Nickel-Catalyzed Divergent Difunctionalization of Ethylene》. The information in the text is summarized as follows:

Herein, the use of ethylene feedstock and com. available aryl halides was demonstrated to accomplish the divergent synthesis of 1,2-diarylethanes, 1,4-diarylbutanes, or 2,3-diarylbutanes in a highly selective fashion through the synergistic combination of nickel and photoredox catalysis. Mechanistic studies suggested that the observed selectivity was due to different active states of Ni(I) and Ni(0) modulated by Ru- and Ir-based photoredox catalysts, resp. The ability to access different organometallic oxidation states via photoredox catalysis promises to inspire new perspectives for synergistic transition-metal-catalyzed divergent synthesis. In the experimental materials used by the author, we found 4-Bromobenzonitrile(cas: 623-00-7Name: 4-Bromobenzonitrile)

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zheng, Shuai’s team published research in Chem in 2019 | CAS: 623-00-7

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

The author of 《Merging Photoredox PCET with Ni-Catalyzed Cross-Coupling: Cascade Amidoarylation of Unactivated Olefins》 were Zheng, Shuai; Gutierrez-Bonet, Alvaro; Molander, Gary A.. And the article was published in Chem in 2019. Category: nitriles-buliding-blocks The author mentioned the following in the article:

Herein, the amidoarylation of unactivated olefins by a cascade process from non-functionalized amides is reported by merging, for the first time, photoredox proton-coupled electron transfer (PCET) with nickel catalysis. This new technol. grants access to an array of complex mols. containing a privileged pyrrolidinone core from alkenyl amides and aryl- and heteroaryl halides in the presence of a visible light photocatalyst and a nickel catalyst. Notably, the reaction is not restricted to amides-carbamates and ureas can also be used. Mechanistic studies, including hydrogen-bond affinity constants, cyclization rate measurements, quenching studies, and cyclic voltammetry, were central to comprehend the subtleties contributing to the integration of the two catalytic cycles. In addition to this study using 4-Bromobenzonitrile, there are many other studies that have used 4-Bromobenzonitrile(cas: 623-00-7Category: nitriles-buliding-blocks) was used in this study.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yang, Zhenzhen’s team published research in Chem in 2020 | CAS: 1194-02-1

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.Application of 1194-02-1

《Surpassing Robeson Upper Limit for CO2/N2 Separation with Fluorinated Carbon Molecular Sieve Membranes》 was written by Yang, Zhenzhen; Guo, Wei; Mahurin, Shannon Mark; Wang, Song; Chen, Hao; Cheng, Long; Jie, Kecheng; Meyer, Harry M. III; Jiang, De-en; Liu, Gongping; Jin, Wanqin; Popovs, Ilja; Dai, Sheng. Application of 1194-02-1 And the article was included in Chem in 2020. The article conveys some information:

The CO2-philic properties of powd. fluorinated triazine frameworks make them promising candidates for fabrication of porous CO2 separation membranes. This is rarely reported because of lack of suitable synthetic approaches. Here, fluorinated membranes based on covalent triazine frameworks are prepared through a rational design of aromatic nitrile monomers containing fluorine and ether groups via a sol-gel polymerization process. The CO2 separation performance rises significantly with the fluorine content in the membrane. With functionalized triazine units, fluorine, and ether groups, these carbon mol. sieve membranes obtained after pyrolysis exhibit intrinsic ultra-micropores, high surface areas and excellent thermal stability under air. Excellent CO2 permeability and CO2 to N2 selectivity surpassing the Robeson upper bound are achieved. Our general design and synthesis protocol allow an easy access to fluorinated porous membranes, thus significantly expanding the currently limited library of CO2-philic and chem. stable membranes for highly efficient CO2 separation The results came from multiple reactions, including the reaction of 4-Fluorobenzonitrile(cas: 1194-02-1Application of 1194-02-1)

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhu, Chen’s team published research in JACS Au in 2021 | CAS: 105942-08-3

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a OLED intermediate, Pharmaceutical, electronic and chemical intermediate.Synthetic Route of C7H3BrFN It is used in the synthesis of heterocycles and liquid crystals.

Synthetic Route of C7H3BrFNIn 2021 ,《Redox-Neutral Cross-Coupling Amination with Weak N-Nucleophiles: Arylation of Anilines, Sulfonamides, Sulfoximines, Carbamates and Imines via Nickelaelectrocatalysis》 was published in JACS Au. The article was written by Zhu, Chen; Kale, Ajit Prabhakar; Yue, Huifeng; Rueping, Magnus. The article contains the following contents:

A nickel-catalyzed cross-coupling amination of aryl halides/aryl tosylates with weak nitrogen nucleophiles including anilines, sulfonamides, sulfoximines, carbamates and imines via concerted paired electrolysis was described to provide substituted amines Ar1NHAr2 [Ar1 = 4-MeC6H4, 4-NCC6H4, 4-tBuC6H4, etc.; Ar2 = Ph, 2-naphthyl, 4-MeC6H4, etc.] and aryl sulfonamides Ar3NRSO2R1 [Ar3 = 2-MeC6H4, 4-NCC6H4, 4-tBuC6H4, etc.; R = H, Me R1 = Me, Bn, 4-MeC6H4, etc.]. Notably, electron-deficient anilines and sulfonamides were also suitable substrates. Interestingly, when benzophenone imine was applied in the arylation, the product selectivity toward the formation of amine and imine product could be addressed by a base switch. In addition, the a.c. mode could be successfully applied. DFT calculations supported a facilitated reductive elimination pathway. In the experiment, the researchers used 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Synthetic Route of C7H3BrFN)

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chen, Jinju’s team published research in Synlett in 2015 | CAS: 31938-07-5

According to other reports, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) is used in the preparation of diarylpyrimidines (DAPYs) as HIV-1 non-nucleoside reverse transcriptase inhibitors.Synthetic Route of C8H6BrN

In 2015,Chen, Jinju; Liu, Chuanxiang; Guan, Fengjie; Zhang, Chuanxiu; Ji, Kai; Wang, Xinyu; Xu, Min; Wu, Fanhong published 《Derivatives of α,α-Aryl Naphthalimide Nitriles as Fluoride Ion Sensors: Convenient Precursors for the Synthesis of Aryl Naphthalimide Ketones》.Synlett published the findings.Synthetic Route of C8H6BrN The information in the text is summarized as follows:

A facile and efficient SnAr procedure involving the displacement of activated naphthalimide bromides with the anions of substituted aryl acetonitriles was developed for the preparation of α,α-aryl naphthalimide nitrile derivatives, which can be used as fluoride ion sensors and convenient precursors for the synthesis of aryl naphthalimide ketones based on fluoride-induced deprotonation followed by autoxidative decyanation. After reading the article, we found that the author used 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Synthetic Route of C8H6BrN)

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhao, Yiyong’s team published research in Synlett in 2019 | CAS: 1194-02-1

The author of 《SO2F2-Promoted Dehydration of Aldoximes: A Rapid and Simple Access to Nitriles》 were Zhao, Yiyong; Mei, Guangyao; Wang, Haibo; Zhang, Guofu; Ding, Chengrong. And the article was published in Synlett in 2019. Related Products of 1194-02-1 The author mentioned the following in the article:

A rapid, simple and mild process for the dehydration of aldoximes RCH=NOH (R = benzyl, 4-fluorophenyl, naphth-1-yl, pyridin-2-yl, etc.) to give the corresponding nitriles RCN, which utilizes SO2F2 as an efficient reagent, has been developed. A variety of (hetero)arene, alkene, alkyne and aliphatic aldoximes proceeded with high efficiency to afford nitriles in excellent to quant. yields with great functional group compatibilities in acetonitrile under ambient conditions. Moreover, the eco-friendly conditions of SO2F2/Na2CO3/aqueous methanol were suitable for converting nitrobenzaldoximes R1C6H4CH=NOH (R1 = 2-nitro, 3-nitro, 4-nitro) into nitrobenzonitriles R1C6H4CN. In addition, a one-pot synthetic strategy of obtaining nitrobenzonitriles R1C6H4CN from nitrobenzaldehydes R1C6H4CHO has been confirmed to be feasible.4-Fluorobenzonitrile(cas: 1194-02-1Related Products of 1194-02-1) was used in this study.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts