Tag: M.W=100-150

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

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

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

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

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

Forni, Jose A. published the artcileAn electrochemical γ-C-H arylation of amines in continuous flow, Formula: C8H4N2, the main research area is arylated sulfonamide regioselective preparation; cyanoarene aryl sulfonamide electrochem gamma CH arylation continuous flow.

A regioselective C(sp3)-C(sp2) cross coupling reaction between inert γ-C(sp3)-H bonds in aliphatic amines and cyanoarenes under electrochem. conditions in flow was reported. The developed methodol. took advantage of a removable redox active auxiliary, which triggered selective 1,7-hydrogen atom transfer to functionalized an aliphatic C-H bond at the γ-position of an alkyl amine. In this reaction, a cyanoarene radical anion functions as both a selective arylating reagent and a redox active mediator, enabled the controlled one electron reduction of the redox active auxiliary. This strategy offered a new approach toward γ-C(sp3)-H bond functionalization allowing generation of, amongst others, sterically crowded carbon centers under mild reaction conditions and in the absence of addnl. catalysts or radical initiators.

Tetrahedron Letters 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, Formula: C8H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Zhichao published the artcilePreparation and photophysical properties of quinazoline-based fluorophores, Synthetic Route of 1885-29-6, the main research area is photophys property quinazoline based fluorophore preparation.

The donor-acceptor design is a classic method of synthesizing new fluorescent mols. In this study, a series of new fluorescent compounds (1-10) were synthesized based on 2-(3,5-bis(trifluoromethyl)phenyl)-quinazoline acceptor and various amino donors. The fluorescent emissions of 1-10 cover the spectrum from 414 nm to 597 nm in cyclohexane solutions with various amino donors on 4- or 7-positions of quinazoline. Ultimately, compounds 1 and 2 presented the highest photoluminescence quantum yield (QY) over 80%, while compound 10 provided the largest Stokes shift (161 nm) in cyclohexane. Most of them have strong emissions in aggregated states such as in nanoparticles, in powders, in crystals and in films. Mechanochromic properties were observed for compounds 1, 2, 4 and 7. Furthermore, blue OLEDs were fabricated by using compound 2 or 7 as the active layer.

RSC Advances 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, Synthetic Route of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Walker, Benjamin R. published the artcileMediator-Enabled Electrocatalysis with Ligandless Copper for Anaerobic Chan-Lam Coupling Reactions, Product Details of C7H6N2, the main research area is mediator electrocatalysis copper anaerobic Chan Lam coupling reaction.

Simple Cu salts serve as catalysts to effect C-X bond-forming reactions in some of the most used transformations in synthesis, including the oxidative coupling of aryl boronic acids and amines. However, these Chan-Lam coupling reactions have historically relied on chem. oxidants that limit their applicability beyond small-scale synthesis. Despite the success of replacing strong chem. oxidants with electrochem. for a variety of metal-catalyzed processes, electrooxidative reactions with ligandless Cu catalysts are plagued by slow electron-transfer kinetics, irreversible Cu plating, and competitive substrate oxidation Herein, the authors report the implementation of substoichiometric quantities of redox mediators to address limitations to Cu-catalyzed electrosynthesis. Mechanistic studies reveal that mediators serve multiple roles by (i) rapidly oxidizing low-valent Cu intermediates, (ii) stripping Cu metal from the cathode to regenerate the catalyst and reveal the active Pt surface for proton reduction, and (iii) providing anodic overcharge protection to prevent substrate oxidation This strategy is applied to Chan-Lam coupling of aryl-, heteroaryl-, and alkylamines with arylboronic acids in the absence of chem. oxidants. Couplings under these electrochem. conditions occur with higher yields and shorter reaction times than conventional reactions in air and provide complementary substrate reactivity.

Journal of the American Chemical Society 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, Product Details of C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mannisto, Jere K. published the artcileOne-Step Synthesis of 3,4-Disubstituted 2-Oxazolidinones by Base-Catalyzed CO2 Fixation and Aza-Michael Addition, Application of 2-Aminobenzonitrile(Flakes or Chunks), the main research area is amine alkenylbromide carbon dioxide tetramethylguanidine carboxylation aza Michael addition; oxazolidinone preparation regioselective; Michael addition; carbon dioxide fixation; cyclization; heterocycles; organocatalysis.

A new, single-step approach to 3,4-disubstituted 2-oxazolidinones by aza-Michael addition using CO2 as a carbonyl source and 1,1,3,3-tetramethylguanidine (TMG) as a catalyst was reported. The modular reaction, which occurred between a γ-brominated Michael acceptor, CO2 and an arylamine, aliphatic amine or phenylhydrazine was performed under mild conditions. The regiospecific reaction displayed good yields (average 75 %) and excellent functional-group compatibility. In addition, late-stage functionalization of drug and drug-like mols. wais demonstrated. The exptl. results suggested a mechanism consisting of several elementary steps: TMG-assisted carboxylation of aniline; generation of an O-alkyl carbamate; and the final ring-forming step through an intramol. aza-Michael addition

Chemistry – A European Journal 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, Application of 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Jiang, Shuai published the artcileCobalt-Catalyzed Isocyanide-Based Three-Component Cascade for the Synthesis of Quinazolines, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is quinazoline preparation; arylisocyanide arylamine azide three component tandem heterocyclization cobalt catalyst.

A Co-catalyzed cyclization reaction of isocyanides 1-NC-4-R-5-R1C6H2CN (R = H, Me, F, OMe, etc.; R1 = H, OMe, Br), azides R2S(O)ON3 (R2 = n-Pr, Ph, cyclohexyl, thiophen-2-yl, etc.), and amines R3NH2 (R3 = n- Bu, Ph, 1-methyl-1H-indol-5-yl, etc.) to access quinazoline derivatives I and II (R4 = H, n-Bu, t-Bu, 4-methylphenyl) was described. This protocol features a high atom economy, mild reaction conditions, excellent yields, and a broad substrate scope. This cascade reaction involved three or four C-N bonds and the formation of one or two rings. The quinazolin-4(H)-imines I and II obtained are proven to be versatile intermediates for further valuable transformations. It was also found that the cobalt catalyst could be isolated from the reaction mixture and reused.

Organic Letters 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, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts