Category: nitriles-buliding-blocks

Martinkova, Ludmila published the artcileEnantioselectivity of the nitrile hydratase from Rhodococcus equi A4 towards substituted (R,S)-2-arylpropionitriles, Name: 2-(3-Benzoylphenyl)propanenitrile, the main research area is nitrile hydratase enantioselectivity aryl propionitrile Rhodococcus; nitrilase enantioselectivity arylpropionitrile Rhodococcus.

Rhodococcus equi A4 cells containing a nitrile hydratase and an amidase converted (R,S)-2-(4-methoxyphenyl)-propionitrile into the corresponding (S)-acid (e.e. 87%) and (R)-nitrile (e.e. > 95%) in 49% yield. The same reaction using (R,S)-2-(4-chlorophenyl)-propionitrile gave the (S)-acid (e.e. > 95%) and (R)-nitrile (e.e. 52%) in 20 and 34% yield, resp.

Biotechnology Letters published new progress about Nitriles Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Name: 2-(3-Benzoylphenyl)propanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Vorobyev, P. B. published the artcileRole of theory acids and bases in the forming concepts of the mechanism catalytic oxidation and oxidative ammonolysis, Application of Picolinonitrile, the main research area is methyl pyridine catalytic oxidation oxidative ammonolysis.

Exptl. data of oxidation and oxidative ammonolysis the isomeric methylpyridines in the presence of vanadium oxide catalysts, it was found that the reactivity of substrates increases in the following sequence: 3-methylpyridine < 2-methylpyridine < 4-methylpyridine. The obtained exptl. results of relative reactivity of initial compounds were interpreted by the theory of acids and bases. It was shown that among the isomeric methylpyridines, increase of basicity which influence to adsorpting ability in the same order as the basicity and the CH-acidity of substrates calculated using non-empirical quantumchem. methods. Khimicheskii Zhurnal Kazakhstana published new progress about Acids Role: FMU (Formation, Unclassified), FORM (Formation, Nonpreparative). 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

More, Vijaykumar published the artcileThe first organocatalytic asymmetric synthesis of 3-substituted isoindolinones, Name: 2-Formyl-4,5-dimethoxybenzonitrile, the main research area is quinine cinchonidine urea thiourea alkaloid catalyst isoindolinone preparation.

Herein the authors describe the first asym. organocatalytic synthesis of 3-substituted isoindolinone derivatives by a convenient aldol-cyclization-rearrangement tandem reaction of malonates with 2-cyanobenzaldehyde. Bifunctional thiourea-cinchona catalysts proved to be particularly effective, giving the title compounds in high yield and moderate-to-good enantiomeric excesses. Moreover an efficient process of reverse crystallization led to a further enrichment up to >99% ee. The synthesis of the target compounds was achieved using N-[3,5-bis(trifluoromethyl)phenyl]-N’-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea, N-[3,5-bis(trifluoromethyl)phenyl]-N’-[(8α,9S)-cinchonan-9-yl]thiourea, etc. as catalysts in comparison with N-[3,5-bis(trifluoromethyl)phenyl]-N’-[(1R,2R)-2-(dimethylamino)cyclohexyl]thiourea, N-[3,5-bis(trifluoromethyl)phenyl]-N’-[(1S,2S)-2-(dimethylamino)-1-phenylpropyl]thiourea, cupreidine, etc. The title compounds thus formed included (-)-2-(2,3-dihydro-3-oxo-1H-isoindol-1-yl)-1,3-propanedioic acid 1,3-di-Me ester (I).

RSC Advances published new progress about Active methylene compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 1013112-48-5 belongs to class nitriles-buliding-blocks, name is 2-Formyl-4,5-dimethoxybenzonitrile, and the molecular formula is C10H9NO3, Name: 2-Formyl-4,5-dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Fusheng published the artcileSuccinimide-Based Ionic Liquids: An Efficient and Versatile Platform for Transformation of CO2 into Quinazoline-2,4(1H,3H)-diones under Mild and Solvent-Free Conditions, Safety of 2-Aminobenzonitrile(Flakes or Chunks), the main research area is aminobenzonitrile carbon dioxide succinimide based ionic liquid cyclocondensation catalyst; quinazolinedione preparation green chem.

Multifunctional succinimide-based ionic liquids (SIILs) were well-designed and synthesized, and they were used as a dual solvent-catalyst for efficient transformation of CO2 and 2-aminobenzonitriles into quinazoline-2,4(1H,3H)-diones under mild conditions. The catalytic behaviors, including the effects of anion-cation structures and reaction parameters, catalyst recyclability, and versatility were thoroughly studied. The optimum [HTMG][Suc] comprising a tetramethylguanidine cation and a succinimide anion showed excellent activity toward various substituted 2-aminobenzonitrile substrates. [HTMG][Suc] was easily recyclable with superior structural integrity. The possible pathways of CO2 and 2-aminobenzonitrile activated by [HTMG][Suc] were investigated in depth, which supported the reaction mechanism well. In comparison with reported catalysts, the protocol herein exhibited comparable catalytic performance under milder and greener conditions without any addnl. organic solvents.

ACS Sustainable Chemistry & Engineering published new progress about Cyclocondensation reaction. 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

Mikshiev, Vladimir Y. published the artcileperi-Interactions in 1,8-bis(dimethylamino)naphthalene ortho-ketimine cations facilitate [1,5]-hydride shift: selective synthesis of 1,2,3,4-tetrahydrobenzo[h]quinazolines, Recommanded Product: Picolinonitrile, the main research area is selective tetrahydrobenzoquinazoline preparation density functional theory; bis dimethylamino naphthalene ketimine heterocyclization.

Selective heterocyclization leading to 1,2,3,4-tetrahydrobenzo[h]quinazolines I (R1 = H, Br; R2 = Ph, n-Bu, furan-2-yl, etc.) from ortho-ketimines of 1,8-bis(dimethylamino)naphthalene (DmanIms) II under acid catalysis has been revealed. In contrast to the rather unreactive N,N-dimethylaniline ortho-ketimine II, DmanIms readily undergo this transformation without an addnl. catalyst. This distinction in the reactivity underscores the importance of the second peri-NMe2 group in DmanIms, which facilitates a [1,5]-hydride shift and the subsequent cyclization. The cascade of peri-interactions emerging between 1-NMe2 and 8-NMe2 groups has been identified as a reason for the catalytic effect: (1) the hydrogen bond in the DmanIm dication constrains 1-NMe2 in the desired position providing proximity of reaction centers, (2) the repulsion of the lone pairs of 8-NMe2 group and unrelaxed 1-NMe2 group arising right after deprotonation process reduces the Gibbs free energy of activation (ΔG) for the straight hydride shift, and (3) the electrostatic interaction between 8-NMe2 and the charged N=CH2+ group in the intermediate increases the ΔG for the reverse hydride shift.

Organic & Biomolecular Chemistry published new progress about Density functional theory, B3LYP. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Recommanded Product: Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mashweu, Adelaide R. published the artcileSubstrate profiling of the cobalt nitrile hydratase from Rhodococcus rhodochrous ATCC BAA 870, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is substrate profiling cobalt nitrile hydratase Rhodococcus rhodochrous ATCCBAA 870; biocatalysis; carboxamide; green chemistry; nitrile hydratase.

The aromatic substrate profile of the cobalt nitrile hydratase from Rhodococcus rhodochrous ATCC BAA 870 was evaluated against a wide range of nitrile containing compounds (>60). To determine the substrate limits of this enzyme, compounds ranging in size from small (90 Da) to large (325 Da) were evaluated. Larger compounds included those with a bi-aryl axis, prepared by the Suzuki coupling reaction, Morita-Baylis-Hillman adducts, heteroatom-linked diarylpyridines prepared by Buchwald-Hartwig cross-coupling reactions and imidazo[1,2-a]pyridines prepared by the Groebke-Blackburn-Bienayme multicomponent reaction. The enzyme active site was moderately accommodating, accepting almost all of the small aromatic nitriles, the diarylpyridines and most of the bi-aryl compounds and Morita-Baylis-Hillman products but not the Groebke-Blackburn-Bienayme products. Nitrile conversion was influenced by steric hindrance around the cyano group, the presence of electron donating groups (e.g., methoxy) on the aromatic ring, and the overall size of the compound

Molecules published new progress about Baylis-Hillman reaction. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Name: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chen, Ying published the artcileAssembly of α-(Hetero)aryl Nitriles via Copper-Catalyzed Coupling Reactions with (Hetero)aryl Chlorides and Bromides, Formula: C16H13NO, the main research area is aryl heteroaryl nitrile synthesis; copper catalyzed coupling decarboxylation aryl heteroaryl halide cyanoacetate; C−C cross-coupling; anti-inflammatory drugs; copper; oxalamide ligands; α-(hetero)aryl nitriles.

α-(Hetero)aryl nitriles are important structural motifs for pharmaceutical design. The known methods for direct synthesis of these compounds via coupling with (hetero)aryl halides suffer from narrow reaction scope. Herein, we report that the combination of copper salts and oxalic diamides enables the coupling of a variety of (hetero)aryl halides (Cl, Br) and Et cyanoacetate under mild conditions, affording α-(hetero)arylacetonitriles via one-pot decarboxylation. Addnl., the CuBr/oxalic diamide catalyzed coupling of (hetero)aryl bromides with α-alkyl-substituted Et cyanoacetates proceeds smoothly at 60°C, leading to the formation of α-alkyl (hetero)arylacetonitriles after decarboxylation. The method features a general substrate scope and is compatible with various functionalities and heteroaryls. Thus, e.g., 4-chloroanisole + Et cyanoacetate → 2-(4-methoxyphenyl)acetonitrile (up to 80%).

Angewandte Chemie, International Edition published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent) (and heteroaryl). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Formula: C16H13NO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shigeno, Masanori published the artcileDirect C-H carboxylation forming polyfunctionalized aromatic carboxylic acids by combined Bronsted bases, Related Products of nitriles-buliding-blocks, the main research area is polyfunctionalized methyl benzoate preparation; arene carbon dioxide carboxylation Bronsted base promoted.

CO2 fixation into electron-deficient aromatic C-H bonds proceeded with the combined Bronsted bases LiO-t-Bu and LiO-t-Am/CsF/18-crown-6 (t-Am = CEtMe2) under a CO2 atmosphere to afford a variety of polyfunctionalized aromatic carboxylic acid derivatives RCO2Me [R = 2,4,6-tri-BrC6H2, 2,3-di-ClC6H3, 2-O2NC6H4, etc.].

Organic Letters published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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

Kalashnikov, Valery V. published the artcile5-Phenyl- and 5,10-diphenyltetrabenzoporphyrins: Novel synthetic approach, physicochemical study with an emphasis on NMR spectroscopy, and identification of benzylated derivatives, COA of Formula: C8H4N2, the main research area is tetrabenzoporphyrin phenyl preparation NMR UV VIS.

Novel synthetic approach to low-symmetry meso-Ph substituted tetrabenzoporphyrins (TPBs) by Zn(OAc)2 templated assembly of phthalonitrile in the presence of benzyltriphenylphosphonium chloride has been proposed affording two main products: 5-phenyl-21H,23H-TBP (I) and 5,10-diphenyl-21H,23H-TBP (II) with higher yield for compound I. Procedure for isolation of I and II in individual high purity state has been developed supplemented with selection of an appropriate NMR solvent system (CDCl3 with 1% additive of CF3COOH) that allowed full signal assignment in 1H and 13C spectra to be made utilizing homonuclear 1H-1H (COSY, NOESY, TOCSY) and heteronuclear 1H-13C (HSQC) correlation techniques. Isolation and physicochem. study of a mixture of monobenzylated co-products were carried out as well involving 1D and 2D NMR spectroscopies, which for the first time allowed not only to find out their structure, but also to determine the ratio of the positional isomers formed.

Dyes and Pigments published new progress about NMR (nuclear magnetic resonance). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, COA of Formula: C8H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts