Category: 1885-29-6

Tasior, Mariusz published the artcileMethod for the Large-Scale Synthesis of Multifunctional 1,4-Dihydro-pyrrolo[3,2-b]pyrroles, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is large scale synthesis multifunctional dihydropyrrolopyrrole amine aldehyde diacetyl.

A thorough investigation has enabled the optimization of the synthesis of 1,4-dihydro-pyrrolo[3,2-b]pyrroles. Although salts of such metals as vanadium, niobium, cerium, and manganese were found to facilitate the formation of 1,4-dihydro-pyrrolo[3,2-b]pyrroles from amines, aldehydes, and diacetyl, we confirmed that iron salts are the most efficient catalysts. The conditions identified (first step: toluene/AcOH = 1:1, 1 h, 50°; second step: toluene/AcOH = 1:1, Fe(ClO4)3·H2O, 16 h, 50°) resulted in the formation of tetraarylpyrrolo[3,2-b]pyrroles in a 6-69% yield. For the first time, very electron-rich substituents (4-Me2NC6H4, 3-(OH)C6H4, pyrrol-2-yl) originating from aldehydes and sterically hindered substituents (2-ClC6H4, 2-BrC6H4, 2-CNC6H4, 2-(CO2Me)C6H4, 2-(TMS-CC)C6H4) present on anilines can be appended to the pyrrolo[3,2-b]pyrrole core. It is now also possible to prepare 1,4-dihydropyrrolo[3,2-b]pyrroles bearing an ordered arrangement of N-substituents and C-substituents ranging from coumarin, quinoline, phthalimide to truxene. These advances in scope enable independent regulations of many desired photophys. properties, including the Stokes shift value and emission color ranging from violet-blue through deep blue, green, yellow to red. Simultaneously, the optimized conditions have finally allowed the synthesis of these extremely promising heterocycles in amounts of more than 10 g per run without a concomitant decrease in yield or product contamination. Empowered with better functional group compatibility, novel derivatization strategies were developed.

Journal of Organic Chemistry published new progress about Aldehydes 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, Name: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Huang, Ziwei published the artcileThe Synthesis and Application of 2-Cyano and -Ester Containing Anilines: Selective Copper-Catalyzed Reductive Amination, N -Benzylation, and Cyclization Reactions, Computed Properties of 1885-29-6, the main research area is indoloindole preparation green chem; benzyl bromide cyano iodo amine benzylation cyclization copper catalyst; cyano amine preparation regioselective chemoselective green chem fluorescence; aldehyde aminobenzonitrile reductive amination copper catalyst; ester amine preparation regioselective chemoselective fluorescence; aminobenzoate aldehyde reductive amination copper catalyst.

A convenient and practical pathway to 2-cyano and 2-ester anilines 2-R-3-R1-4-R2-5-R3C6HNHCH2R4 (R = CN, C(O)OMe, butoxycarbonyl; R1 = H, Cl; R2 = H, F, OMe; R3 = H, Me, Cl, OMe; R4 = Ph, 2-iodophenyl, furan-2-yl, etc.) is described via efficient and selective copper(II)-catalyzed reductive amination via hydrosilylation process. Both 2-cyano and 2-ester anilines were successfully synthesized with good functional group tolerance and high selectivity. The application of the 2-cyano and -iodine containing anilines 2-CN-4-R2-5-R3C6H2NHCH2-2-IC6H4 was developed in the synthesis of indoloindole derivatives I (Ar = Ph, 2-methylphenyl, 4-fluorophenyl, etc.) via CuSO4-catalyzed N-benzylation and cyclization reaction in ‘one pot’. More interestingly, the photophys. property investigations of these 2-cyano and 2-ester containing anilines exhibit excellent fluorescent properties, which have great potential application in the development of interesting near-UV optical devices in the near future.

Synthesis published new progress about Aldehydes 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, Computed Properties of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Makela, Mikko K. published the artcileCarbocatalytic Cascade Synthesis of Polysubstituted Quinolines from Aldehydes and 2-Vinyl Anilines, Related Products of nitriles-buliding-blocks, the main research area is quinoline preparation; aldehyde vinylaniline carbocatalytic cascade condensation electrocyclization dehydrogenation.

Oxidized active carbon (oAC) catalyzes the formation of polysubstituted quinolines from o-vinyl anilines and aldehydes. The reaction proceeds in a cascade manner through condensation, electrocyclization and dehydrogenation, and gives access to a wide range of quinolines with alkyl and/or aryl substituents as demonstrated with 40 examples. The metal-free catalytic procedure allows a heterogeneous protocol for the synthesis of various polysubstituted quinolines. The mechanistic studies imply that both the acid and quinoidic groups in oAC are integral for the catalytic manifold.

Advanced Synthesis & Catalysis published new progress about Aldehydes 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, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ghosh, Tridev published the artcilePotassium tert-Butoxide Promoted Synthesis of Dihydroquinazolinones, Product Details of C7H6N2, the main research area is aminobenzonitrile carbonyl compound potassium tert butoxide radical cyclization; dihydroquinazolinone preparation.

An efficient synthetic protocol to access heterocyclic dihydroquinazolinones by a transition metal free process, involving the reaction of 2-aminobenzonitriles with aldehydes in the presence of KOtBu was reported. The method was compatible with aromatic ketones providing 2,2-disubstituted dihydroquinazolinones in high yields. The reaction proceeded feasibly at room temperature and features a broad substrate scope and tolerance to a range of functional groups. The mechanism followed a radical pathway.

Journal of Organic Chemistry published new progress about Aldehydes 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

Yang, Li published the artcileElectrochemically induced synthesis of quinazolinones via cathode hydration of o-aminobenzonitriles in aqueous solutions, Formula: C7H6N2, the main research area is quinazolinone green preparation; aldehyde aminobenzonitrile electrochem hydrolysis.

An efficient and practical electrochem. catalyzed transition metal-free process for the synthesis of substituted quinazolinones I [R1 = H, 8-Me, 6-OMe, etc.; R2 = Ph, Bn, 2-thienyl, etc.] from simple and readily available o-aminobenzonitriles and aldehydes in water has been accomplished. I2/base and water played an unprecedented and vital role in the reaction. By electrochem. catalyzed hydrolysis of o-aminobenzonitriles, the synthesis of quinazolinones with benzaldehyde was first proposed. The synthetic utility of this method was demonstrated by gram-scale operation, as well as the preparation of bioactive N-(2,5-dichlorophenyl)-6-(2,2,2-trifluoroethoxy) pteridin-4-amine, which enabled straightforward, practical and environmentally benign quinazolinone formation.

Organic & Biomolecular Chemistry published new progress about Aldehydes 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, Formula: C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Vyas, Komal M. published the artcileArene-ruthenium(II)-phosphine complexes: Green catalysts for hydration of nitriles under mild conditions, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is ruthenium arene phosphine complex green catalyst nitrile hydration amide; crystal structure mol ruthenium arene phosphine complex preparation.

Three new arene-ruthenium(II) complexes were prepared by treating [{RuCl(μ-Cl)(η6-arene)}2] (η6-arene = p-cymene) dimer with tri(2-furyl)phosphine (PFu3) and 1,3,5-triaza-7-phosphaadamantane (PTA), resp. to obtain [RuCl2(η6-arene)PFu3] [Ru]-1, [RuCl(η6-arene)(PFu3)(PTA)]BF4 [Ru]-2 and [RuCl(η6-arene)(PFu3)2]BF4 [Ru]-3. All the complexes were structurally identified using anal. and spectroscopic methods including single-crystal X-ray studies. The effectiveness of resulting complexes as potential homogeneous catalysts for selective hydration of different nitriles into corresponding amides in aqueous medium and air atm. was explored. There was a remarkable difference in catalytic activity of the catalysts depending on the nature and number of phosphorus-donor ligands and sites available for catalysis. Exptl. studies performed using structural analogs of efficient catalyst concluded a structural-activity relationship for the higher catalytic activity of [Ru]-1, being able to convert huge variety of aromatic, heteroaromatic and aliphatic nitriles. The use of eco-friendly water as a solvent, open atm. and avoidance of any organic solvent during the catalytic reactions prove the reported process to be truly green and sustainable.

Inorganic Chemistry Communications published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Wu, Mei published the artcileDIPEA-induced activation of OH- for the synthesis of amides via photocatalysis, Formula: C7H6N2, the main research area is nitrile eosin Y photocatalyst diisopropylethylamine hydration; amide preparation green chem.

Herein, an efficient light-mediated strategy for the synthesis of amides in which a weak organic base acts as a reductant to induce the formation of OH- from water under metal-free conditions was reported. A mechanistic study revealed that the generation of an N,N-diisopropylethylamine (DIPEA) radical via single electron transfer (SET), with the assistance of photocatalyst, that increased the nucleophilicity of the water mols. with respect to the cyanides was essential. Moreover, the removal rate of nitrile in wastewater can be as high as 83%, indicating that this strategy had excellent potential for nitrile degradation

RSC Advances published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Formula: C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Uengoeren, S. Hakan published the artcileThe Motifs from Isocytosine and Fused Isocytosine with Quinazoline: Organocatalytic Cascade Reaction of β-Ketoamides, Safety of 2-Aminobenzonitrile(Flakes or Chunks), the main research area is isocytosine preparation; ketoamide cyanamide cyclization tandem reaction diazabicycloundecene catalyst.

A method for the synthesis of isocytosine analogs I (R = H, 4-chlorophenyl, pyridin-2-yl, etc.), II, III (R1 = H, Cl) and IV (R2 = H, Cl, Br; R3 = Me, Ph, 4-methoxyphenyl, 3,4-dimethoxyphenyl) from β-ketoamides R4C(O)CH2C(O)NHR5 [R4 = Me, (4-methylphenyl)aminyl, Ph, etc.; R5 = H, 4-chloro-2-cyanophenyl, pyridin-2-yl, etc.] was investigated. Application of the method to β-ketoamides including a 2-cyanoaryl group leads to isocytosine fused quinazolines by the organocatalytic Cascade reaction. 20 Examples of pyrimidone derivatives I, II, III and IV were synthesized in different patterns.

ChemistrySelect published new progress about Amides, oxo 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

Barzano, Guido published the artcileTandem Photoredox and Copper-Catalyzed Decarboxylative C(sp3)-N Coupling of Anilines and Imines Using an Organic Photocatalyst, Application of 2-Aminobenzonitrile(Flakes or Chunks), the main research area is photoredox copper catalyzed decarboxylative carbon nitrogen coupling; coupling aniline imine alkyl amine preparation organic photocatalyst.

An organic photoredox catalyst, 4CzIPN, was used in combination with a copper catalyst, CuCl, to effect decarboxylative C(sp3)-N coupling. The coupling worked with both anilines and imines as nitrogen sources and could be used to prepare a variety of alkyl amines from readily available alkyl carboxylic acids.

Organic Letters published new progress about Amines Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Kalogirou, Andreas S. published the artcileSynthesis of 2-Cyanoquinazolin-4-ones from 3′,5′-Dichloro-1H-spiro(quinazoline-2,4′-[1,2,6]thiadiazin)-4(3H)-ones, Application of 2-Aminobenzonitrile(Flakes or Chunks), the main research area is cyanoquinazolinone preparation; dichloro spiroquinazolinone thiadiazine preparation triphenylphosphine catalyst degradation.

A two-step synthesis of five 2-cyanoquinazolin-4-ones I (R = Me, Ph) and II (R1 = H, Me, Ph) starting from 3,4,4,5-tetrachloro-4H-1,2,6-thiadiazine is presented. The latter reacts with 2-aminobenzamides 2-NHR2(C6H4)C(O)NHR3 (R2 = H, Me, Ph; R3 = H, Me, Ph) to give 3′,5′-dichloro-1H-spiro(quinazoline-2,4′-[1,2,6]thiadiazin)-4(3H)-ones III, which can be degraded with either excess polymer bound triphenylphosphine or catalytic amounts of benzyltriethylammonium iodide to give the 2-cyanoquinazolin-4-ones I and II in 46-97% yields. The single crystal X-ray diffraction anal. of 2-cyanoquinazolin-4(3H)-one was also reported.

ChemistrySelect published new progress about Benzamides 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