Tag: 100-200

《Organophotoredox assisted cyanation of bromoarenes via silyl-radical-mediated bromine abstraction》 was written by Shee, Maniklal; Shah, Sk. Sheriff; Singh, N. D. Pradeep. Synthetic Route of C7H4FN And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:

The insertion of a nitrile (-CN) group into arenes through the direct functionalization of the C(sp2)-Br bond is a challenging reaction. Herein, we report an organophotoredox method for the cyanation of aryl bromides using the organic photoredox catalyst 4CzIPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene) and tosyl cyanide (TsCN) as the nitrile source. A photogenerated silyl radical, via a single electron transfer (SET) mechanism, was employed to abstract bromine from aryl bromide to provide an aryl radical, which was concomitantly intercepted by TsCN to afford the aromatic nitrile. A range of substrates containing electron-donating and -withdrawing groups was demonstrated to undergo cyanation at room temperature in good yields. Thus, e.g., Me 4-bromobenzoate → Me 4-cyanobenzoate (71%) employing 4CzIPN, TsCN, (TMS)3SiOH as silyl radical source, K3PO4 as base, acetone as solvent and irradiation from blue LED. The experimental part of the paper was very detailed, including the reaction process of 4-Fluorobenzonitrile(cas: 1194-02-1Synthetic Route of C7H4FN)

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.Synthetic Route of C7H4FN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2007,Paillet-Loilier, Magalie; Fabis, Frederic; Lepailleur, Alban; Bureau, Ronan; Butt-Gueulle, Sabrina; Dauphin, Francois; Lesnard, Aurelien; Delarue, Catherine; Vaudry, Hubert; Rault, Sylvain published 《Novel aminoethylbiphenyls as 5-HT7 receptor ligands》.Bioorganic & Medicinal Chemistry Letters published the findings.Product Details of 31938-07-5 The information in the text is summarized as follows:

The synthesis of a series of aminoethylbiphenyls, e.g., I, as novel 5-HT7 receptor ligands is described. The novel derivatives exhibit high affinity for the 5-HT7 receptor with selectivity toward 5-HT1A receptor. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Product Details of 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.Product Details of 31938-07-5

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Nitrile – Wikipedia,
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The author of 《Dissociation of naphthoic acids in non-aqueous media. Comparison of benzene and naphthalene skeletons》 were Parik, Patrik; Wolfova, Jitka; Ludwig, Miroslav. And the article was published in Collection of Czechoslovak Chemical Communications in 2000. Application In Synthesis of 5-Amino-1-naphthonitrile The author mentioned the following in the article:

Seven monosubstituted 1-naphthoic acids were synthesized by new or modified procedures, and their dissociation constants were measured potentiometrically at 25° in MeOH, MeCN, DMF, and pyridine. Dissociation constants of these along with 13 substituted 1-naphthoic acids and twenty-five substituted 2-naphthoic acids previously studied were measured at 25° in EtOH and DMSO. The pKKA values of 3- and 4-substituted 1-naphthoic acids were treated by simple linear regression and principal component anal., and the results were used for comparison of model compounds and of corresponding 3- and 4-substituted benzoic acids with the aim of comparison of benzene and naphthalene skeletons. It was found, the 3 and 4 positions of the 1-naphthyl system can roughly be compared with the meta and para positions of benzene, resp. The experimental part of the paper was very detailed, including the reaction process of 5-Amino-1-naphthonitrile(cas: 72016-73-0Application In Synthesis of 5-Amino-1-naphthonitrile)

5-Amino-1-naphthonitrile(cas: 72016-73-0) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Application In Synthesis of 5-Amino-1-naphthonitrile

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Category: nitriles-buliding-blocksIn 2020 ,《Synthesis, Characterization, Antimicrobial Activity and Anticancer of Some New Pyrazolo[1,5-a]pyrimidines and Pyrazolo[5,1-c]1,2,4-triazines》 appeared in Medicinal Chemistry (Sharjah, United Arab Emirates). The author of the article were Hosny, Mona A.; Zaki, Yasser H.; Mokbel, Wafaa A.; Abdelhamid, Abdou O.. The article conveys some information:

Background: Pyrazole and its derivatives are known to exhibit significant biol. and pharmacol. activities such as anticancer, anti-inflammatory, antioxidant, antibacterial, analgesic, antiviral, antimicrobial, antifungal, anti-glycemic, antiamoebic, and antidepressive. Considering the immense biol. properties, pyrazole is one of the most widely studied nitrogen- containing heterocyclic nuclei. Fused pyrazole derivatives are composed of the pyrazole nucleus attached to other heterocyclic moieties. Objective: The objective of this article is the synthesis of some new pyrazolo[1,5-a]pyrimidine and pyrazolo[5,1-c]1,2,4-triazine derivatives with potential anticancer and antimicrobial activities. Methods: The in vitro growth inhibitory rates (%) and inhibitory growth activity (as measured by IC50) of the newly synthesized compounds were determined against the MCF-7 human breast carcinoma cell line in comparison with the well-known anticancer drug doxorubicin as the standard, using the MTT viability assay. The data generated were used to plot a dose-response curve from which the concentration (μM) of tested compounds required to kill 50% of the cell population (IC50) was determined Cytotoxic activity was expressed as the mean IC50 of three independent experiments The difference between inhibitory activities of all compounds with different concentrations was statistically significant p < 0.001. All compounds were structurally characterized by different spectroscopic techniques EI-MS, 1H-NMR, and 13C-NMR, and evaluated for their anticancer and antimicrobial activities (antibacterial and antifungal). Results: Several pyrazolo[1,5-a]pyrimidine derivatives were synthesized from the reaction of 2-(4- (5-amino-1H-pyrazol-3-yl)phenyl)-1H-indene-1,3(2H)-dione with the appropriate active methylene compounds in boiling ethanol. Also, pyrazolo[5,1-c]triazines were obtained through the reaction of 2-(4-(5-(chlorodiazenyl)-1H-pyrazol-3-yl)phenyl)-1H-indene-1,3(2H)-dione with various active methylene compounds in ethanol containing sodium acetate at 0-5 °C. The structures of the newly synthesized compounds were elucidated on the basis of elemental anal., spectral data, and alternative synthetic routes whenever possible. The newly synthesized compounds were evaluated for their antitumor activity against a breast cancer cell line (MCF-7) and a human colon cancer cell line (HCT-116). The results revealed that the tested compounds showed high variation in the inhibitory growth rates and activities against the tested tumor cell lines. All newly synthesized compounds screen towards microorganisms e.g. Gram-neg. bacteria, Gram-pos. bacteria, and Fungi. Conclusion: 2-(4-(5-Amino-1H-pyrazol-3-yl)phenyl)isoindoline-1,3-dione proved to be a useful precursor for the synthesis of various pyrazolo[1,5-a]pyrimidine and pyrazolo[5,1-c]-1,2,4-triazines. The structures of the newly synthesized compounds were confirmed by spectral data and elemental analyses. The newly synthesized compounds were tested in vitro against the MCF-7, HCT-116 human cancer cell line and compared with doxorubicin as the standard, using the MTT viability assay. Most of the tested compounds were found to have moderate to high anticancer activity. The results came from multiple reactions, including the reaction of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Category: nitriles-buliding-blocks)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
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In 2022,Zhu, Da-Liang; Jiang, Shan; Young, David James; Wu, Qi; Li, Hai-Yan; Li, Hong-Xi published an article in Chemical Communications (Cambridge, United Kingdom). The title of the article was 《Visible-light-driven C(sp2)-H arylation of phenols with arylbromides enabled by electron donor-acceptor excitation》.Related Products of 2042-37-7 The author mentioned the following in the article:

A catalyst-free visible-light-driven C(sp2)-H arylation of unprotected phenols ROH (R = Ph, naphthalen-2-yl, 3,5-dibromophenyl, etc.) with arylbromides R1Br (R1 = 4-cyclopropanecarbonylbenzen-1-yl, 2-cyanobenzen-1-yl, 3-cyano-5-(trifluoromethyl)phenyl, etc.) to give 2-arylated phenols RR1 have been developed. This reaction proceeds through the excitation of an electron donor-acceptor complex between a phenolate and arylbromide, electron transfer, and debrominative C(sp2)-C(sp2) coupling. The results came from multiple reactions, including the reaction of 2-Bromobenzonitrile(cas: 2042-37-7Related Products of 2042-37-7)

2-Bromobenzonitrile(cas: 2042-37-7) is a precursor to the quinazolinones, a class of drugs used to treat autoimmune diseases and coronary heart disease. This substrate molecule undergoes a palladium-catalyzed coupling reaction to form an aromatic ring. The light emission from this reaction can be seen in the reaction solution.Related Products of 2042-37-7

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Nitrile – Wikipedia,
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Zhang, Linlin; Qi, Lin; Chen, Jia-Min; Dong, Wei; Fang, Zhuo-Yue; Cao, Tong-Yang; Li, Wei; Wang, Li-Jing published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Preparation of selenyl 1,3-oxazines via PhICl2/Cu2O-promoted aminoselenation of O-homoallyl benzimidates with diselenides》.Computed Properties of C7H4FN The article contains the following contents:

A practical electrophilic aminoselenation of O-homoallyl benzimidate with diselenides promoted by PhICl2/Cu2O had been developed. The easily available and stable diselenides were used as selenium sources. Various selenyl 1,3-oxazines I [Ar = Ph, 4-MeC6H4, 2-naphthyl, etc.; R1 = H, Me; R2 = H, Ph; R3 = Me, n-Bu, Ph, etc.], which were important frameworks in medicinal and biol. chem., were easily obtained in moderate to good yields for the first time. Easy scaleup and scalability made this method attractive for the preparation of other valuable organoselenides. The experimental process involved the reaction of 4-Fluorobenzonitrile(cas: 1194-02-1Computed Properties of C7H4FN)

4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.Computed Properties of C7H4FN

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Synthesis of difluoromethyl and deuterium-labeled difluoromethyl thioethers from aliphatic electrophiles》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Ding, Tianqi; Jiang, Lvqi; Yi, Wenbin. SDS of cas: 17201-43-3 The article mentions the following:

A one-pot difluoromethylthiolation of alkyl electrophiles with thiourea and di-Et bromodifluoromethylphosphonate is described. The transition-metal-free approach, readily available reagents, and mild conditions provide a practical way for the synthesis of difluoromethyl thioethers. By changing the “”H”” source to the most commonly used “”D”” sources CD3OD and D2O, this strategy enables efficient synthesis of SCF2D-substituted mols. in good yields with high levels of D incorporation. In addition to this study using 4-Cyanobenzyl bromide, there are many other studies that have used 4-Cyanobenzyl bromide(cas: 17201-43-3SDS of cas: 17201-43-3) was used in this study.

4-Cyanobenzyl bromide(cas: 17201-43-3) is a white solid. Its melting point is 113-117°C, and flash point is 125.1°C. It is insoluble in water at 20°C. It is stable under normal temperatures and pressures. It should be stored at 0-5°C.SDS of cas: 17201-43-3

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Nitrile – Wikipedia,
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Recommanded Product: 2-(3-Bromophenyl)acetonitrileIn 2021 ,《Pure room temperature phosphorescence emission of an organic host-guest doped system with a quantum efficiency of 64%》 appeared in Journal of Materials Chemistry C: Materials for Optical and Electronic Devices. The author of the article were Liu, Xiaoqing; Dai, Wenbo; Qian, Junjie; Lei, Yunxiang; Liu, Miaochang; Cai, Zhengxu; Huang, Xiaobo; Wu, Huayue; Dong, Yuping. The article conveys some information:

A new doped system with pure phosphorescent emission is constructed using four 1-(4-(diphenylamino)phenyl)-2-phenylethan-1-one derivatives containing halogen atoms as the guests and benzophenone as the host. That is, the doped system has only phosphorescence emission while almost no fluorescence emission and the phosphorescence quantum efficiency reaches up to 64%. Moreover, the ISC efficiency of excitons can be adjusted by changing the excitation wavelength, so the doped materials can selectively emit green phosphorescence or cyan fluorescence.2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Recommanded Product: 2-(3-Bromophenyl)acetonitrile) was used in this study.

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands or 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione.Recommanded Product: 2-(3-Bromophenyl)acetonitrile

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Nitrile – Wikipedia,
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Related Products of 614-16-4In 2019 ,《Electrostatic potential dispersing pyrimidine-5-carbonitrile acceptor for high efficiency and long lifetime thermally activated delayed fluorescence organic light-emitting diodes》 appeared in Journal of Materials Chemistry C: Materials for Optical and Electronic Devices. The author of the article were Jang, Ji Seon; Lee, Ha Lim; Lee, Kyung Hyung; Lee, Jun Yeob. The article conveys some information:

Pyrimidine-5-carbonitrile was developed as an electrostatic potential managing and strong acceptor moiety of thermally activated delayed fluorescence (TADF) emitters for high efficiency and long lifetime in devices. Two types of TADF emitters with the donor moiety extended from either the 2 or 4 position of the acceptor moiety were prepared to study the effect of the donor substitution position on the TADF characteristics of the TADF emitters. Comparison of the two types of TADF emitters suggested that the extension of the donor structure from the 4 position of the pyrimidine-5-carbonitrile acceptor is an effective way of enhancing the external quantum efficiency (EQE) and lifetime of the TADF devices. A high EQE of 19.8% and lifetime exceeding that of the state-of-the-art green TADF emitter were demonstrated using one of the pyrimidine-5-carbonitrile derived emitters through the uniformly distributed electrostatic potential. The experimental process involved the reaction of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Related Products of 614-16-4)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Related Products of 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kasina, Krishna Chaitanya; Rapeti, Siva Kumar; Sadhukhan, Arghya; Ranga, Mahesh; Pal, Arani; Birudaraju, Saritha; Tirukkovalluri, Siva rao published their research in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2021. The article was titled 《Silver-assisted palladium-catalyzed one-pot synthesis of 3-(hetero)arylmethyl derivatives of imidazo[1,2-a]pyridines》.HPLC of Formula: 2042-37-7 The article contains the following contents:

3-(Hetero)arylmethyl derivatives of imidazo[1,2-a]pyridine were synthesized by a novel one-pot method consisting of the Sonogashira coupling of tert-Bu prop-2-yn-1-yl(pyridin-2-yl)carbamate with different substituted (hetero)aryl bromides and cyclization of the in-situ obtained intermediate substituted (hetero)aryl acetylene derivatives In the experimental materials used by the author, we found 2-Bromobenzonitrile(cas: 2042-37-7HPLC of Formula: 2042-37-7)

2-Bromobenzonitrile(cas: 2042-37-7) is a precursor to the quinazolinones, a class of drugs used to treat autoimmune diseases and coronary heart disease. This substrate molecule undergoes a palladium-catalyzed coupling reaction to form an aromatic ring. The light emission from this reaction can be seen in the reaction solution.HPLC of Formula: 2042-37-7

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts