Tag: 200-300

In 2018,Kong, Weiguang; Zhou, Yao; Song, Qiuling published 《Lewis-acid Promoted Chemoselective Condensation of 2-Aminobenzimidazoles or 3-Aminoindazoles with 3-Ethoxycyclobutanones to Construct Fused Nitrogen heterocycles》.Advanced Synthesis & Catalysis published the findings.Name: 4-Bromo-2-fluorobenzonitrile The information in the text is summarized as follows:

A Lewis-acid promoted chemoselective condensation of 2-aminobenzimidazoles YNH2 (Y = benzoimidazol-2-yl, 5-fluoro-1H-benzoimidazol-2-yl, 5,6-diphenyl-1H-benzoimidazol-2-yl, etc.) or 3-aminoindazoles Y1NH2 (Y1 = 1H-indazol-3-yl, 1H-pyrazolo[3,4-b]pyridin-3-yl, 4-cyano-1H-pyrazole-3-yl, etc.) with 3-ethoxycyclobutanones I (R = H, CH3; X = CH3CHCH3, cyclobutanyl, phenylethyl, etc.) was presented. Diverse fused heterocycles benzo[4,5]-imidazo[1,2-a]pyrimidines II (R1 = H, 7-F, 8-Cl, 7,8-(C6H5)2, etc.) and pyrimido[1,2-b]-indazole derivatives III (R2 = CN, C(O)OCH2CH3, C(O)NH2; R2, R3 = -CH=CH-CH=CH-, -CH=C(OCH3)-CH=CH-, -CH=CH-CH=NH-, etc.) were obtained in moderate to high yields under mild conditions, and the reaction mechanism of which was in sharp contrast to previous [3+3] annulation reaction of 3-ethoxycyclobutanones. In the experiment, the researchers used 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Name: 4-Bromo-2-fluorobenzonitrile)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a reagent in the synthesis of picolinamide derivatives as a novel class of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors.Name: 4-Bromo-2-fluorobenzonitrile 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Koeysal, Oguz; Okutan, Mustafa; San, S. Eren; Dabrowski, Roman; Ecevit, F. Necati published an article in Materials Chemistry and Physics. The title of the article was 《Molecular orientation and photorefractive effects in single-wall carbon nanotubes doped nitrile-ester mixture liquid crystals》.Computed Properties of C18H16FNO2 The author mentioned the following in the article:

The authors report the electrooptical properties of liquid crystal cells containing pure nitrile-ester mixture liquid crystal (NEMLC) and its doped form with 0.05% (weight/weight) single-wall C nanotubes (SWCNT). Diffraction efficiencies of 441-nm pump and 632-nm probe beams were measured in two-wave mixing experiment Efficiencies and rise time increase in SWCNT doped nematic liquid crystals. A maximum diffraction efficiency of ∼15% was found for cell doped with SWCNT, while cells without SWCNT had a maximum efficiency of 7%. Also photoconductivity in SWCNT doped liquid crystals is highly dependent on the light intensity. This is attributed to the doping, which enhances the efficient photo-charge generation, combined with enlarged conductivity After reading the article, we found that the author used 4-Cyano-3-fluorophenyl 4-butylbenzoate(cas: 86776-52-5Computed Properties of C18H16FNO2)

4-Cyano-3-fluorophenyl 4-butylbenzoate(cas: 86776-52-5) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Computed Properties of C18H16FNO2

Referemce:
Nitrile – Wikipedia,
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《C-H chlorination of (hetero)anilines via photo/organo co-catalysis》 was published in Organic & Biomolecular Chemistry in 2022. These research results belong to Xie, Wuchen; Wang, Meng; Yang, Siyu; Chen, Yadong; Feng, Jie; Huang, Yatian. Reference of 2-Amino-3-Bromo-5-chlorobenzonitrile The article mentions the following:

Herein, a photo-redox and organo co-catalyzed chlorination method for anilines to gave chloro-anilines ArNR1R2 [Ar = 4-ClC6H4, 3,4-di-Cl-5-FC6H2, 4-Cl-2,5-di-FC6H2, etc.; R1 = H, Me; R2 = H, Me, C(O)Me, Ph, pyrimidin-2-yl; R1R2 = (CH2)2N(CH3)(CH2)2] was disclose. This method had great substrate generality and excellent mono-chlorination selectivity. Another merit of this method was the late-stage modification of drug mols., which would be useful in medicinal chem.2-Amino-3-Bromo-5-chlorobenzonitrile(cas: 914636-84-3Reference of 2-Amino-3-Bromo-5-chlorobenzonitrile) was used in this study.

2-Amino-3-Bromo-5-chlorobenzonitrile(cas: 914636-84-3) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Reference of 2-Amino-3-Bromo-5-chlorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 105942-08-3In 2018 ,《Palladium-Catalyzed Tandem Reaction of Quinazolinone-Based Nitriles with Arylboronic Acids: Synthesis of 2-(4-Arylquinazolin-2-yl)anilines》 appeared in Advanced Synthesis & Catalysis. The author of the article were Zhang, Yetong; Shao, Yinlin; Gong, Julin; Hu, Kun; Cheng, Tianxing; Chen, Jiuxi. The article conveys some information:

A palladium-catalyzed tandem reaction of 2-(quinazolinone-3(4H)-yl)benzonitriles with arylboronic acids has been developed, allowing access to a class of 2-(4-arylquinazolin-2-yl)anilines that were often difficult to prepare using previous methods. In particular, the newly produced amino group is amenable to further synthetic elaborations, thereby broadening the diversity of the products. The structure of the newly synthesized 2-(4-arylquinazolin-2-yl)anilines was unambiguously confirmed by X-ray crystallog. Moreover, a possible mechanism for the formation of 2-(4-arylquinazolin-2-yl)anilines is discussed. The experimental process involved the reaction of 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Related Products of 105942-08-3)

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2018,Zhou, Qiang; Zhu, Jinjin; Chen, Jinglei; Ji, Peng; Qiao, Chunhua published 《N-Arylsulfonylsubstituted-1H indole derivatives as small molecule dual inhibitors of signal transducer and activator of transcription 3 (STAT3) and tubulin》.Bioorganic & Medicinal Chemistry published the findings.Computed Properties of C7H3BrFN The information in the text is summarized as follows:

Signal transducer and activator of transcription (STAT3) is a proposed therapeutic target for the development of anti-cancer agents. In this report, a series of N-arylsulfonylsubstituted-1H indole derivatives were designed and synthesized as STAT3 inhibitors, their anti-proliferative activities were evaluated against a number of tumor cells, some potent compounds exhibited IC50 values less than 10μM. The most potent compound 4a was further confirmed to inhibit STAT3 phosphorylation at Tyr705. It was further revealed that 4a arrested the cell cycle at the G2/M phase and inhibited tubulin polymerization This study describes a series of N-arylsulfonylsubstituted-1H indole derivatives as potent anti-cancer agents targeting both STAT3 and tubulin. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Computed Properties of C7H3BrFN)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a reagent in the synthesis of picolinamide derivatives as a novel class of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors.Computed Properties of C7H3BrFN 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2017,Czerwinski, Pawel; Michalak, Michal published 《NHC-Cu(I)-Catalyzed Friedlander-Type Annulation of Fluorinated o-Aminophenones with Alkynes on Water: Competitive Base-Catalyzed Dibenzo[b,f][1,5]diazocine Formation》.Journal of Organic Chemistry published the findings.Recommanded Product: 4-Bromo-2-fluorobenzonitrile The information in the text is summarized as follows:

An efficient, easily scalable synthesis of 4-trifluoromethylquinolines and naphthydrines (as well as their difluoro- and perfluoro-analogs) as a result of tandem direct catalytic alkynylation/dehydrative condensation of o-aminofluoromethylketones (o-FMKs), for the first time catalyzed by NHC-copper(I) complexes on water, is reported. A wide range of terminal alkynes is tolerated under the reaction conditions, including β-lactam-, steroid-, and sugar-derived ones, leading to desired quinolines and naphthydrines with good yields. Further investigations proved that o-FMKs could be efficiently transformed into a rare class of heterocyclic compounds-dibenzo[b,f][1,5]diazocines-by a base-catalyzed condensation, also on water. The developed method was applied for gram-scale synthesis of a fluorinated analog of G protein-coupled receptor antagonist (GPR91). The results came from multiple reactions, including the reaction of 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Recommanded Product: 4-Bromo-2-fluorobenzonitrile)

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Suh, Young Ge; Kim, Soon Ai; Cho, Youn Sang published their research in Soul Taehakkyo Yakhak Nonmunjip on December 31 ,1991. The article was titled 《Lactone ring cleavage with samarium diiodide》.HPLC of Formula: 145498-86-8 The article contains the following contents:

An unusual C-O bond cleavage of lactones was examined SmI2 treatment of lactones in PhMe afforded a synthetically useful carboxylic acid which does not contain the OH group. Thus, phthalides I (R = SPh, cyano) gave ∼25% acids II.Methyl 2-(cyanomethyl)-3-methoxybenzoate(cas: 145498-86-8HPLC of Formula: 145498-86-8) was used in this study.

Methyl 2-(cyanomethyl)-3-methoxybenzoate(cas: 145498-86-8) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. HPLC of Formula: 145498-86-8 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.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Baudoin, Olivier; Guenard, Daniel; Gueritte, Francoise published their research in Journal of Organic Chemistry on December 29 ,2000. The article was titled 《Palladium-Catalyzed Borylation of Ortho-Substituted Phenyl Halides and Application to the One-Pot Synthesis of 2,2′-Disubstituted Biphenyls》.Product Details of 325141-71-7 The article contains the following contents:

The title reactions are described. Thus, Pd(OAc)2/2-(dicyclohexylphosphino)biphenyl-catalyzed borylation of 2-BrC6H4NH2 with pinacolborane in the presence of Et3N in dioxane gave 81% pinacol (2-aminophenyl)boronate which in situ underwent Suzuki coupling with 2-IC6H4CH2CN/Ba(OH)2 to give 73% 2′-aminobiphen-2-ylacetonitrile. The experimental part of the paper was very detailed, including the reaction process of 2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile(cas: 325141-71-7Product Details of 325141-71-7)

2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile(cas: 325141-71-7) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Product Details of 325141-71-7 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.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of C13H11NO2On November 12, 1999 ,《A Rare Acid-Promoted Elimination of O-Methyl Oximes: A Practical Synthesis of 3-Cyano-4-benzopyrones》 appeared in Journal of Organic Chemistry. The author of the article were Hsung, Richard P.; Zificsak, Craig A.; Wei, Lin-Li; Zehnder, Luke R.; Park, Francis; Kim, Michelle; Tran, Thuy-Trang T.. The article conveys some information:

3-Cyano-4-benzopyrones I (X = H, 6-Me2CH, 6-Cl, etc.) were prepared by acid-promoted elimination of O-Me oximes II (mixture of syn and anti). The experimental part of the paper was very detailed, including the reaction process of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3Synthetic Route of C13H11NO2)

6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.Synthetic Route of C13H11NO2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Recommanded Product: 50743-32-3On March 25, 1986, Kubo, Keiji; Ukawa, Kiyoshi; Kuzuna, Seiji; Nohara, Akira published an article in Chemical & Pharmaceutical Bulletin. The article was 《Synthesis of (3-carboxy-5-oxo-5H-[1]benzopyrano[2,3-b]pyridin-2-yl)acetic acid derivatives, potential antiarthritic agents》. The article mentions the following:

The title compounds I (R = 7-Et, 7-Cl, etc.; R1 = Me, Et, Na) possessed potent antiarthritic activity in the rat adjuvant arthritic model. The mode of action of these compounds differs from that of acidic antiinflammatory drugs. Various modifications in these compounds (e.g., elongation, removal, or substitution of the methylene group of the acetic acid moiety, substitution of the benzene ring) were made in order to study the structure-activity relationships. The structural requirements for the compounds to show activity are rather severe. In the experiment, the researchers used 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3Recommanded Product: 50743-32-3)

6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.Recommanded Product: 50743-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts