Month: November 2022

Wang, Kaizhi published the artcileMetal-free nitrogen -doped carbon nanosheets: a catalyst for the direct synthesis of imines under mild conditions, Safety of Picolinonitrile, the main research area is transfer hydrogenation nitrile nitrogen doped carbon nanocatalyst; imine preparation amine oxidation nitrile nitrogen doped carbon nanocatalyst.

Herein, a highly stable, porous, multifunctional and metal-free catalyst was developed, which exhibited significant catalytic performance in the oxidation of amines and transfer hydrogenation of nitriles under mild conditions; this could be attributed to the presence of numerous active sites and their outstanding BET surface area. The obtained results showed that most of the yields of imines exceeded 90%, and the cycling performance of the catalyst could be at least seven runs without any decay in the reaction activity, which could be comparable to those of metal catalysts. Subsequently, a kinetic study has demonstrated that the apparent activation energy for the direct synthesis of imines from amines is 67.39 kJ mol-1, which has been performed to testify that the catalytic performances are rational. Via catalyst characterizations and exptl. data, graphitic-N has been proven to be the active site of the catalyst. Hence, this study is beneficial to comprehend the mechanism of action of a metal-free N-doped carbon catalyst in the formation of imines.

Green Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ruan, Jiwu published the artcile[2.2]Paracyclophane-based monophosphine ligand for palladium-catalyzed cross-coupling reactions of aryl chlorides, SDS of cas: 204078-32-0, the main research area is paracyclophane monophosphine JPhos ligand preparation amination coupling catalyst; aryl chloride paracyclophane monophosphine palladium amine Buchwald Hartwig amination; aminobenzene preparation; palladium paracyclophane monophosphine aryl chloride boronic Suzuki Miyaura coupling; biaryl preparation; Buchwald Hartwig amination Suzuki Miyaura coupling catalyst JPhos palladium.

A new [2.2]paracyclophane-based electron-rich and sterically bulky monophosphine ligand has been synthesized by an efficient and straightforward method. When combined with palladium, this ligand shows excellent performance in the Buchwald-Hartwig amination and Suzuki-Miyaura coupling reactions of various aryl chlorides. In both types of reactions, ortho-substituted, deactivated aryl chlorides are shown to be viable substrates. However, the Suzuki-Miyaura coupling appears to be easier, with palladium loading at 0.1 mol% being feasible.

Organic & Biomolecular Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, SDS of cas: 204078-32-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Begam, Hasina Mamataj published the artcileA directing group switch in copper-catalyzed electrophilic C-H amination/migratory annulation cascade: divergent access to benzimidazolone/benzimidazole, Safety of Picolinonitrile, the main research area is benzimidazole benzimidazolone preparation directing group switch; protected naphthylamine benzoyloxyamine copper catalyst electrophilic amination migratory annulation.

Authors present here a copper-catalyzed electrophilic ortho C-H amination of protected naphthylamines with N-(benzoyloxy)amines, cyclization with the pendant amide, and carbon to nitrogen 1,2-directing group migration cascade to access N,N-disubstituted 2-benzimidazolinones. Remarkably, this highly atom-economic tandem reaction proceeds through a C-H and C-C bond cleavage and three new C-N bond formations in a single operation. Intriguingly, the reaction cascade was altered by the subtle tuning of the directing group from picolinamide to thiopicolinamide furnishing 2-heteroaryl-imidazoles via the extrusion of hydrogen sulfide. This strategy provided a series of benzimidazolones and benzimidazoles in moderate to high yields with low catalyst loading (66 substrates with yields up to 99%). From the control experiments, it was observed that after the C-H amination an incipient tetrahedral oxyanion or thiolate intermediate is formed via an intramol. attack of the primary amine to the amide/thioamide carbonyl. It undergoes either a 1,2-pyridyl shift with the retention of the carbonyl moiety or H2S elimination for scaffold diversification. Remarkably, inspite of a pos. influence of copper in the reaction outcome, from authors preliminary investigations, the benzimidazolone product was obtained in good to moderate yields in two steps under metal-free conditions. The N-pyridyl moiety of the benzimidazolone was removed for further manipulation of the free NH group.

Chemical Science published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yildirim, Nuri published the artcileSynthesis of novel 3-(4-tert-butylphenyl)-5-cylopropyl-4H-1,2,4-triazole derivatives with antioxidative and antimicrobial activities, Related Products of nitriles-buliding-blocks, the main research area is antioxidant antimicrobial imine amine phthalonitrile b subtilis ampicillin.

Background: In this work, new heterocyclic compounds containing 3-(4-tertbutylphenyl)-5-cyclopropyl-4H-1,2,4-triazole ring were synthesized, starting from iminoester hydrochlorides and 4-tert-butylbenzhydrazide. Methods: Et N-[(4-tert-butylphenyl)carbonyl]cyclopropanecarbohydrazonoate was used to synthesize 4-amino-3-(4-tert-butylphenyl)-5-cyclopropyl-4H-1,2,4-triazole, 3-(4-tert-butylphenyl)-5-cyclopropyl-4-(arylmethyleneamino)-4H-1,2,4-triazole, 3-(4-tert-butylphenyl)-5-cyclopropyl-4-(arylmethylamino)-4H-1,2,4-triazole and their phthalonitrile derivatives sequentially. Results: Seventeen new 3-(4-tert-butylphenyl)-5-cyclopropyl-4H-1,2,4-triazole derivatives were synthesized and their antioxidant and antimicrobial activities were determined Conclusion: Imine and amine derivatives were better antioxidants than phthalonitrile derivatives Doubly fluorination compounds appeared to result in higher activity. The compounds tested with five microorganisms showed better activity against B. subtilis with the antimicrobial activity of two far exceeding that of ampicillin. Imine and amine derivatives were better antimicrobials than phthalonitrile derivatives

Letters in Drug Design & Discovery published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wen, Xiaowei published the artcile“”On water”” nano-Cu2O-catalyzed CO-free one-pot multicomponent cascade cyanation-annulation-aminolysis reaction toward phthalimides, Safety of 2-Aminobenzonitrile(Flakes or Chunks), the main research area is phthalimide maleimide preparation green chem copper oxide catalyst water; halobenzoic acid trimethylsilyl cyanide amine cascade cyanation annulation aminolysis.

An efficient nano-Cu2O-catalyzed cascade multicomponent reaction of 2-halobenzoic acids and trimethylsilyl cyanide with diverse amines was developed using water as a solvent, affording versatile N-substituted phthalimide derivatives I (R = C6H5, 4-H3CC6H4, 4-ClC6H4, etc.), II (R = Pr, 4-H3CC6H4, Bn, thiophen-2-yl methyl; R1 = 4-Me, 5-OMe, 4-F, etc.) in moderate to excellent yields. This novel strategy features carbon monoxide gas-free, environmentally benign, one-pot multistep transformation, com. available reagents, a cheap catalyst without any additives, wide functional group tolerance, and operational convenience.

Organic & Biomolecular Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Safety of 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chen, Rui-Jia published the artcileDiamides conformationally restricted with central amino acid: Design, synthesis, and biological activities, Category: nitriles-buliding-blocks, the main research area is diamide amino acid preparation insecticidal structure activity relationship.

Diamide insecticides, represented by chlorantraniliprole (CHL), were widely applied in the control of lepidopteran insects. In efforts to develop bioactive diamides with novel scaffolds, author design and synthesized a series of diamides containing central amino acids I (R1 = R2 = H, Me, t-Bu; -R1R2- = -(CH2)2-, -(CH2)3-, -(CH2)4-, etc.; R3 = i-Pr, Bn, 2-ClC6H4, etc.) to conformationally simulate CHL. Bioassay results indicated that most compounds containing 1-aminocyclopropane-1-carboxylic acid exhibited excellent larvacidal potency against Mythimna sep. and Plutella xylostella. After a systematic structure-activity relationship study, I (-R1R2- = -(CH2)2-; R3 = 3-NCC6H4) was identified as a potential insecticidal candidate with LC50 values of 34.920 mg·L-1 against M. sep. and 61.992 mg·L-1 on P. xylostella. Finally, mol. docking revealed the possible binding mode of I (-R1R2- = -(CH2)2-; R3 = 3-NCC6H4) with the target protein, ryanodine receptors.

Journal of Heterocyclic Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Hu, Fang-Peng published the artcileBase-promoted Lewis acid catalyzed synthesis of quinazoline derivatives, Quality Control of 1885-29-6, the main research area is quinazolinone preparation; amide oxazoline preparation heterocyclization Lewis acid catalyst.

A one-pot protocol has been developed for the synthesis of quinazolinones I (R = Me, Ph, 2-thienyl, etc.; R1 = H, 7-Me, 6-Cl, 6-Br, 7-Br, 5-F) from amide-oxazolines II (R2 = H, 5-Me, 4-Cl, 4-Br, 5-Br, 3-F) with TsCl via a cyclic 1,3-azaoxonium intermediate and 6π electron cyclization in the presence of a Lewis acid and base. The process is operationally simple and has a broad substrate scope. This method provides a unique strategy for the construction of quinazolinones I.

Organic & Biomolecular Chemistry published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Quality Control of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nagasaki, Yo-hei published the artcileDehydration of Amides to Nitriles over Heterogeneous Silica-Supported Molybdenum Oxide Catalyst, Application of Picolinonitrile, the main research area is silica support molybdenum oxide catalyst preparation surface area; amide silica support molybdenum oxide catalyst dehydration; nitrile preparation.

Silica-supported molybdenum oxide (MoOx/SiO2) with 4.8 wt% Mo (0.5 mmol g-1) was an effective and reusable heterogeneous catalyst for dehydration of 2-furamide to 2-furonitrile (96% yield). The catalyst was applicable to the dehydration of various amides including heteroaromatic, aromatic and alkyl amides, providing the corresponding nitriles in high yields (87-97%). Based on the results of catalyst characterizations (XRD, TEM, UV-vis, Raman) and activity tests, MoOx species are highly dispersed over SiO2, and heptamolybdate anion ([Mo7O24]6-) and isolated dioxo ((O=)2MoO2) were mainly formed on the SiO2 support of the optimal MoOx/SiO2 catalyst. The strong Bronsted acid sites (Mo-OH-Si site) can be formed from the MoOx species and the adjacent silanol group, and the acid-base pair site (Mo(=O)OHSi site) of the strong Bronsted acid site (MoOH-Sisite) and base site (Mo=O) over MoOx/SiO2 catalyst could be themain active site for the dehydration of amides.

ChemCatChem published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Application of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Kai published the artcileEfficient dehydration of primary amides to nitriles catalyzed by phosphorus-chalcogen chelated iron hydrides, Computed Properties of 100-70-9, the main research area is nitrile preparation; primary amide dehydration phosphorus chalcogen chelated iron hydride catalyst.

A series of phosphorus-chalcogen chelated hydrido iron (II) complexes, (o-(R’2P)-p-R-C6H4Y)FeH(PMe3)3I (R = H, Me; R’ = iPr, Ph; Y = O, S, Se) were synthesized. The catalytic performances of I for dehydration of amides to nitriles were explored by comparing three factors: (1) different chalcogen coordination atoms Y; (2) R’ group of the phosphine moiety; (3) R substituent group at the Ph ring. It is confirmed that I (R = H; R’ = Ph; Y = S) with S as coordination atom has the best catalytic activity and I (R = H; R’ = Ph; Y = Se) with Se as coordination atom has the poorest catalytic activity among complexes I (R = H; R’ = Ph; Y = O), I (R = H; R’ = Ph; Y = S) and I (R = H; R’ = Ph; Y = Se). Electron-rich complex I (R = Me; R’ = iPr; Y = O) is the best catalyst among the seven complexes and the dehydration reaction was completed by using 2 mol% catalyst loading at 60° with 24 h in the presence of (EtO)3SiH in THF. Catalyst I (R = Me; R’ = iPr; Y = O) has good tolerance to many functional groups. Among the seven iron complexes, new complexes I (R = H, Me; R’ = iPr; Y = O) were obtained via the O-H bond activation of the preligands o-iPr2P(C6H4)OH and o-iPr2P-p-Me-(C6H4)OH by Fe(PMe3)4. Both I (R = H, Me; R’ = iPr; Y = O) were characterized by spectroscopic methods and X-ray diffraction anal. The catalytic mechanism was exptl. studied and also proposed.

Applied Organometallic Chemistry published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Computed Properties of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ruan, Shixiang published the artcileFacile dehydration of primary amides to nitriles catalyzed by lead salts: The anionic ligand matters, HPLC of Formula: 100-70-9, the main research area is nitrile preparation; primary amide dehydration lead diacetate catalyst.

The synthesis of nitriles RCN [R = n-Pr, 2-MeC6H4, 2-pyridyl, etc.] under mild conditions was achieved via dehydration of primary amides using lead salts as catalyst. The reaction processes were intensified by not only adding surfactant but also continuously removing the only byproduct, water from the system. Both aliphatic and aromatic nitriles could be prepared in this manner with moderate to excellent yields. The reaction mechanisms were obtained with high-level quantum chem. calculations, and the crucial role the anionic ligand played in the transformations were revealed.

Molecular Catalysis published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, HPLC of Formula: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts