Category: nitriles-buliding-blocks

Cao, Shanshan published the artcileA mechanistic investigation into N-heterocyclic carbene (NHC) catalyzed umpolung of ketones and benzonitriles: is the cyano group better than the classical carbonyl group for the addition of NHC?, Quality Control of 1885-29-6, the main research area is ketone nitrile cyclocondensation reaction mechanism activation free energy.

D. functional theory (DFT) computations have been utilized to investigate the N-heterocyclic carbene (NHC) catalytic reaction mechanism when carbonyl and cyano compounds co-exist. The results suggested that both the carbonyl and cyano compounds can be activated by NHC, while the order of activation by the NHC depends on the substituents of the two compounds In the model reaction of NHC catalyzed cyclocondensation of cyclohexanone with 2-aminobenzonitrile, two key activation modes were explored, the new NHC activation carbon of the cyano-group (Mode II) is found to be perferred over the activation of carbonyl carbon (Mode I); this is remarkably at variance from the previous reports. More importantly, water mols. can improve the catalytic activity of NHC to some extent, especially in the Dimroth rearrangement process. The cooperative participation of the NHC and H2O catalyst is identified. Moreover, the strong quadruple hydrogen bonding interactions between water/NHC and substrates are proposed to be the origin of the high activity of NHC-H2O co-catalyzed Mode II. Addnl., these interactions stabilize the generated neg. charge on carbonyl oxygen and further strengthen the nucleophilicity of the -NH group in the NHC-H2O co-catalyzed key transition state structure, which is further confirmed by AIM and NCI analyses. This novel preferred umpolung of a cyano-group via NHC-H2O catalysis was proposed to be responsible for the exptl. observed high product yield.

Organic Chemistry Frontiers published new progress about Bader electron density. 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

Fernandez, Maria-Carmen published the artcileDesign, synthesis and structure-activity-relationship of 1,5-tetrahydronaphthyridines as CETP inhibitors, Application of 3-Formyl-5-(trifluoromethyl)benzonitrile, the main research area is tetrahydronaphthyridine preparation CETP inhibitor structure activity relationship.

This Letter describes the discovery and SAR optimization of 1,5-tetrahydronaphthyridines, a new class of potent CETP inhibitors. The effort led to the identification of I and II with in vitro human plasma CETP inhibitory activity in the nanomolar range (IC50 = 23 and 22 nM, resp.). Both I and II exhibited robust HDL-c increase in hCETP/hApoA1 dual heterozygous mice model.

Bioorganic & Medicinal Chemistry Letters published new progress about Cardiovascular disease. 569370-39-4 belongs to class nitriles-buliding-blocks, name is 3-Formyl-5-(trifluoromethyl)benzonitrile, and the molecular formula is C9H4F3NO, Application of 3-Formyl-5-(trifluoromethyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhou, Tao published the artcileStudy on pyrolysis behaviors of L-tyrosine-based phthalonitrile resin, Synthetic Route of 91-15-6, the main research area is preparation tyrosine based phthalonitrile resin pyrolysis behavior property.

The pyrolysis behaviors of L-tyrosine-based phthalonitrile(TPN) resin were investigated by thermogravimetric-Fourier transform IR spectrometry-mass spectrometry and pyrolysis-gas chromatog./mass spectrometry. The small mols. produced during pyrolysis process of TPN resin were tracked in real time by TG-FTIR-MS. The larger mols. (m/z > 40) from fast pyrolysis at 900°C of the TPN resin using Py-GC/MS were identified. From TG-FTIR-MS and Py-GC/MS results, the production pathways of pyrolysis products such as CO2, CO, NH3, benzonitrile and phenol were analyzed. The possible pyrolysis mechanism of TPN resin under non-oxidizing gaseous environment was proposed. The results of this study provide the useful information for designing the mol. structure of L-tyrosine-based polymers which possessing high thermal stability.

Polymer Testing published new progress about Complex modulus, tan δ. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Synthetic Route of 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhao, Guo-Ying published the artcileCO2 involved synthesis of quinazoline-2,4(1H,3H)-diones in water using melamine as a thermoregulated catalyst, Category: nitriles-buliding-blocks, the main research area is quinazolinedione preparation green chem; aminobenzonitrile carbon dioxide cycloaddition water melamine thermoregulated catalyst.

In this study, pharmaceutically relevant quinazoline-2,4(1H,3H)-diones were synthesized eco-efficiently by cycloaddition of CO2 and 2-aminobenzonitrile in water, catalyzed by melamine as a thermoregulated catalyst. Quinazoline-2,4(1H,3H)-dione was produced selectively with 92% yield at 120 °, 4.2 MPa, and automatically separated from the hot catalytic aqueous solution, which was reused directly for several runs until its activity decreased in an obvious manner. Then, the catalyst melamine was recrystallized from the spent aqueous solution via simple cooling and reused for another several catalytic runs. The efficient valorization of CO2 and the straightforward stepwise recovery of the products and catalyst were important to save energy and minimize process waste for the practical industrial production

Canadian Journal of Chemistry published new progress about Cycloaddition reaction. 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

Hynes, John B. published the artcileDirect synthesis of 2,4-diaminoquinazolines from 2-fluorobenzonitriles, Category: nitriles-buliding-blocks, the main research area is quinazoline diamino derivative preparation; diaminoquinazoline derivative preparation; difluorobenzonitrile cyclocondensation guanidine carbonate; fluorobenzonitrile cyclocondensation guanidine carbonate.

In a search for new methods for preparing 2,4-diaminoquinazolines I (R = 5-F, 5-Cl, 5-Br, 5-I, 6-F, 7-F, 8-F, 5-OMe, 5-SMe, 5-NMe2, 5,6,7,8-F4) it was found that the reaction of 2,6-difluorobenzonitrile with guanidine carbonate gave 2,4-diamino-5-fluoroquinazoline (I; R = 5-F) in excellent yield. Extension of this approach to other 2-fluorobenzonitriles, some of which were elaborated for the first time, showed that this reaction possesses considerable generality. The cyclization was successful even when electron donating groups were present at C(6). Only in 2 cases where a primary or secondary amino group was also present ortho to the cyano group was this transformation unsuccessful.

Journal of Heterocyclic Chemistry published new progress about Cycloaddition reaction. 119584-73-5 belongs to class nitriles-buliding-blocks, name is 2-Ethoxy-6-fluorobenzonitrile, and the molecular formula is C9H8FNO, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Le, Thanh Nguyen published the artcileNovel synthesis of the natural protoberberine alkaloids: oxypalmatine and oxypseudopalmatine, Name: 2-Formyl-4,5-dimethoxybenzonitrile, the main research area is oxypalmatine oxypseudopalmatine protoberberine alkaloid synthesis cycloaddition nucleophilic substitution.

Oxypalmatine (I) and oxypseudopalmatine (II) were synthesized in three steps from the benzonitrile III and toluamides IV (R1 = OMe, R2 = H; R1 = H, R2 = OMe, resp.). The lithiated cycloaddition reaction yielded 3-arylisoquinolinone intermediates. A subsequent internal SN2 reaction produced the corresponding 8-oxoprotoberberines, oxypalmatine and oxypseudopalmatine.

Bulletin of the Korean Chemical Society published new progress about Cycloaddition reaction. 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

Yeganeh, Ardeshir Dadgar published the artcileIn situ synthesis and encapsulation of copper phthalocyanine into MIL-101(Cr) and MIL-100(Fe) pores and investigation of their catalytic performance in the epoxidation of styrene, Synthetic Route of 91-15-6, the main research area is copper phthalocyanine encapsulated MOF catalyst styrene epoxidation textural property.

In this work, copper phthalocyanine (CuPc) was encapsulated into mesocages of MIL-101(Cr) and MIL-100(Fe) by assembling CuPc’s constitutional fractions using a deep eutectic solvent. The prepared materials, CuPc@MIL-101(Cr) and CuPc@MIL-100(Fe), were characterized by powder X-ray diffraction (PXRD), FT-IR, UV-vis and diffuse reflectance UV (DR-UV) spectroscopies, SEM (SEM), transmission electron microscopy (TEM), and ICP-OES spectrometry. The prepared materials were used as heterogeneous catalysts for catalytic epoxidation of styrene with mol. oxygen and also tert-Bu hydroperoxide (TBHP) as oxidants in acetonitrile as a solvent. The impact of MOFs and the role of the CuPc complex as the active species in the MOFs’ cages in the epoxidation of styrene were investigated. Among the prepared catalysts, CuPc@MIL-101(Cr) showed the best performance. The heterogeneity of the catalysts was examined by a hot filtration test and ICP-OES of the filtrates after the reaction. Spent catalysts were analyzed by PXRD, FT-IR, UV-DRS, and TEM for reusability investigation and also to further explore the heterogeneous nature of the hybrid materials. Results showed that the prepared catalysts could be recycled and used for several concoctive times without a considerable drop in activity.

Journal of Porphyrins and Phthalocyanines published new progress about Deep eutectic solvents. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Synthetic Route of 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ishizaki, Toshiharu published the artcileSynthesis of a Neutral Mononuclear Four-Coordinate Co(II) Complex Having Two Halved Phthalocyanine Ligands That Shows Slow Magnetic Relaxations under Zero Static Magnetic Field, SDS of cas: 91-15-6, the main research area is pseudotetrahedral four coordinate mononuclear Cobalt complex.

Syntheses of a novel pseudotetrahedral four-coordinate mononuclear Co(II) complex that has two halved phthalocyanine moieties as the ligands, [Co(half-Pc)2] (1), and its magnetic properties as a single mol. magnet (SMM) are reported. A one pot reaction of phthalonitrile and lithium methoxide followed by the coordination to a Co(II) ion gave 1 as an orange solid in a moderate yield. X-ray crystallog. on 1 reveals tetragonally distorted coordination geometry around the Co(II) ion. The M-HT-1 plots suggest that 1 has large axial magnetic anisotropy. The ac magnetic susceptibility data of the magnetically diluted 1 (dilute1) clearly show that the complex acts as an SMM even in the absence of the external static magnetic field (Hdc). The influence of intermol. and intramol. interactions for the magnetic relaxation behaviors has been discussed by comparison of the magnetic data of 1 and dilute1. The Orbach process is suggested as the predominant mechanism of magnetic relaxations in the high-temperature range, and the Arrhenius plots provide the effective relaxation energy barrier and pre-exponential factor of Ueff = 54.0 cm-1 and τ0 = 3.17 × 10-10 s, resp. The direct estimation of the axial anisotropic parameter of 1 was successfully performed by high-field, multifrequency ESR measurements up to 55 T and 2.5 THz. The evaluated axial zero-field splitting (ZFS) energy of 57.0 cm-1 is comparable to the Ueff energy, confirming that the magnetic relaxations are initiated by the thermal excitation from the ground |MS〉 = |±3/2〉 states to the |±1/2〉 states in the high-temperature range. The results of the ab initio calculations based on the CAS(7,5) SCF wave functions indicate that the ground states of 1 consist mainly of |MS〉 = |±3/2〉 states, while the first excited states are the mixture of |MS〉 = |+1/2〉 and |-1/2〉.

Inorganic Chemistry published new progress about Ground state, magnetic. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, SDS of cas: 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kondoh, Azusa published the artcileFormal umpolung addition of phosphites to 2-azaaryl Ketones under chiral Broensted base catalysis: enantioselective protonation utilizing [1,2]-phospha-Brook rearrangement, Computed Properties of 100-70-9, the main research area is phosphite azaaryl ketone Broensted base enantioselective phospha Brook rearrangement; enantioselective protonation; organocatalysis; organosuperbase; phospha-Brook rearrangement; umpolung.

The formal enantioselective umpolung addition of dialkyl phosphites to 2-azaaryl ketones was developed under Broensted base catalysis. The reaction involved the enantioselective protonation of the transient α-oxygenated (2-azaaryl)methyl anion generated through the 1,2-addition of the anion of dialkyl phosphite to the 2-azaaryl ketone and the subsequent [1,2]-phospha-Brook rearrangement. A chiral bis(guanidino)iminophosphorane organosuperbase efficiently catalyzed the reaction to provide enantio-enriched phosphates in high yields with good to high enantioselectivities. This is a rare example of the catalytic enantioselective protonation of transient carbanions other than enolates, constructing a trisubstituted stereogenic center α to 2-azaarenes.

Chemistry – A European Journal published new progress about 1,2-Addition reaction. 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

Zhang, Hongpeng published the artcileSynthesis of Silicon-Stereogenic Silanols Involving Iridium-Catalyzed Enantioselective C-H Silylation Leading to a New Ligand Scaffold, Category: nitriles-buliding-blocks, the main research area is crystal structure mol silanol phosphorus silicon heterocycle chiral preparation; iridium catalyst enantioselective carbon hydrogen regioselective silylation stereoselective.

Despite a growing focus on the construction of highly enantioenriched silicon-stereogenic organosilicon compounds, the enantioselective synthesis of silicon-stereogenic silanols through asym. catalysis remains a considerable challenge. Herein, we realized enantioselective construction of silicon-stereogenic diarylsilanols via an Ir-catalyzed C-H silylation of diarylsilanols along with stereospecific substitution or Tamao-Fleming oxidation This strategy gives rise to a class of chiral diol catalyst cores (PSiOLs). Transformation of PSiOLs led to the ligand possessing both Si and P-stereocenters, which is capable of inducing excellent enantioselectivity in the rhodium(I)-catalyzed conjugate 1,4-addition of aryl boronic acids to cyclohexenone.

ACS Catalysis published new progress about 1,4-Addition reaction. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts