Category: 1453-82-3

Hickey, Shane M. published the artcileCross-Coupling of Amide and Amide Derivatives to Umbelliferone Nonaflates: Synthesis of Coumarin Derivatives and Fluorescent Materials, Recommanded Product: Isonicotinamide, the publication is Journal of Organic Chemistry (2020), 85(12), 7986-7999, database is CAplus and MEDLINE.

The Buchwald-Hartwig cross-coupling reaction between 4-methylumbelliferone-derived nonaflates with amides, carbamates, and sulfonamides is described. A wide variety of N-substituted 7-amino coumarin analogs was prepared in good to excellent yields. The photophys. properties of aqueous-soluble derivatives were determined, and they displayed auxochrome-based variations. Gram-scale synthesis provided an acrylamide analog, which was used to fabricate a fluorescent poly(2-hydroxylethyl methacrylate) (pHEMA) hydrogel that was resistant to leaching in ultrapure H₂O. We envisage that our reported protocol to access 7-amino-4-methylcoumarin derivatives will find use toward the development of new fluorescent coumarin-based probes by researchers in the field.

Journal of Organic Chemistry published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Recommanded Product: Isonicotinamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Saha, Rumpa published the artcileDevelopment of a ruthenium-aquo complex for utilization in synthesis and catalysis for selective hydration of nitriles and alkynes, COA of Formula: C6H6N2O, the publication is New Journal of Chemistry (2022), 46(19), 9098-9110, database is CAplus.

Synthesis of a ruthenium(II)-aquo complex bearing 2,2′ : 6′,2”-terpyridine and a 1,4-diazabutadiene ligand, and exploration of its synthetic utility and catalytic activity are described. Ag⁺-assisted displacement of the coordinated chloride from the previously reported [Ru(trpy)(L-OCH₃)Cl]ClO₄ complex [denoted as complex 1; where L-OCH₃ represents 1,4-di-(p-methoxyphenyl)azabutadiene] in aqueous ethanol affords the [Ru(trpy)(L-OCH₃)(H₂O)]²⁺ complex cation, which was isolated as a perchlorate salt (complex 1a). Complex 1a undergoes facile substitution of the aquo ligand by neutral monodentate ligands giving complexes of type [Ru(trpy)(L-OCH₃)(L’)]²⁺, also isolated as perchlorate salts [L’ = acetonitrile (complex 1b); L’ = DMSO (complex 1c); L’ = 4-picoline (complex 1d) and L’ = PPh₃ (complex 1e)]. Complexes 1b–1e can also be synthesized directly from complex 1via the Ag⁺-assisted displacement of coordinated chloride by the resp. monodentate L’ ligand. The crystal structures of complexes 1a, 1b and 1d were determined The complexes show intense absorptions in the visible and UV regions, the origin of which was probed into with the help of the TDDFT method. Cyclic voltammetry of the complexes shows an irreversible Ru(II)-Ru(III) oxidation within 0.9-1.6 v vs. SCE, and two ligand (trpy and L-R) based reductions on the neg. side of the SCE. The aquo-complex (1a) is found to serve as an efficient catalyst for the hydration of aryl nitriles to the corresponding amides, and aryl alkynes to aldehydes.

New Journal of Chemistry published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, COA of Formula: C6H6N2O.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Pantwalawalkar, Jidnyasa published the artcileNovel curcumin ascorbic acid cocrystal for improved solubility, Formula: C6H6N2O, the publication is Journal of Drug Delivery Science and Technology (2021), 102233, database is CAplus.

The present investigation aims to develop novel curcumin-ascorbic acid cocrystal for enhancing the solubility, stability, and complementary biol. activities for curcumin. Based on in silico approach to screen ascorbic acid as a coformer for curcumin, cocrystals were prepared by the solvent evaporation method, and further evaluated for saturation solubility, cocrystal propensity, physicochem. interactions (FTIR and DSC), XRD, drug dissolution, etc. In silico findings confirmed the suitability (H_ex, G_mix) of ascorbic acid for the cocrystn. of curcumin. The DSC and XRD data of the solvent evaporated curcumin-ascorbic acid mixture confirmed the formation of cocrystal, eutectic, and binary mixture with an excess of coformer. The binary phase diagram implied 0.5 to the 0.65-mol fraction of curcumin, essential for cocrystn. with ascorbic acid. The novel curcumin ascorbic acid cocrystals revealed extraordinary improvement in aqueous solubility of curcumin, especially, 576 fold in distilled water, 10 fold in the buffer pH 1.2, and 9 fold in the buffer pH 6.8. The curcumin-ascorbic acid cocrystal system exhibited a superior dissolution profile compared to neat curcumin. Thus, ascorbic acid has enunciated its role as a coformer for curcumin in cocrystal formation, which has been complemented by predicted complementary biol. activities, and stability (acidic milieu).

Journal of Drug Delivery Science and Technology published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Formula: C6H6N2O.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Wicht, Merrill M. published the artcileCobalt Werner hosts with nicotinamides: Characterisation of mixed ligand complexes and their selectivity towards ortho xylene, Category: amides-buliding-blocks, the publication is Polyhedron (2021), 115202, database is CAplus.

Cobalt host complexes which form novel Werner structures with nicotinamides were analyzed and characterized, the formation of mixed ligand complexes by crystallization with substitution of two nicotinamide ligands was achieved and selectivity toward a xylene isomer from a mixture was elucidated. Inter- and intra-mol. hydrogen bonding interactions which formed amide dimers, ring structures, discrete bonds and chains were described. In some cases, the packing was stabilized by π···π interactions between the aromatic rings of the nicotinamides. Three mixed ligand crystal structures were formed when two nicotinamide ligands in host complexes were replaced with two DMSO mols. or two methanol mols. via oxygen bridging. This formation required an understanding of the strength of interaction between the ligand and the metal ion. The investigation of pK_a, the dipole moment and electronegativity values for the interacting elements clarified the substitution process. A mixed ligand Werner clathrate [Co(NCS)₂(isonic)₂(C₂H₆OS)₂]·2(ortho-C₈H₁₀), showing characteristics both of a mixed ligand structure and a clathrate, presented a preference towards ortho-xylene from a 50:50 mixture of ortho/meta-xylenes. The single crystal structure, its thermal behavior and the Hirshfeld surfaces were used for confirmation of this finding. This study of cobalt Werner complexes with nicotinamides has explored mixed ligand complexes and the property of discrimination towards a xylene isomer from a mixture of two different isomers.

Polyhedron published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C7H8BClO2, Category: amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Coeck, Robin published the artcileGold and Silver-Catalyzed Reductive Amination of Aromatic Carboxylic Acids to Benzylic Amines, Safety of Isonicotinamide, the publication is ACS Catalysis (2021), 11(13), 7672-7684, database is CAplus.

The reductive amination of benzoic acid and its derivatives was an effective addition to current synthesis methods for benzylamine. However, with current technol. it was very difficult to keep the aromaticity intact when starting from benzoic acid, and salt wastes were often generated in the process. Here, a heterogeneous catalytic system for such a reductive amination, requiring solely H₂ and NH₃ as the reactants was reported. The Ag/TiO₂ or Au/TiO₂ catalysts can be used multiple times, and very little noble metal was required, only 0.025 mol % Au. The catalysts were bifunctional: the support catalyzes the dehydration of both the ammonium carboxylate to the amide and of the amide to the nitrile, while the sites at the metal-support interface promote the hydrogenation of the in situ generated nitrile. Yields of up to 92% benzylamine were obtained.

ACS Catalysis published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Safety of Isonicotinamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Paul, Bhaskar published the artcileCobalt Catalyzed N-Methylation of Amides using Methanol, HPLC of Formula: 1453-82-3, the publication is Asian Journal of Organic Chemistry (2022), 11(1), e202100678, database is CAplus.

N-Methylation of amides with methanol is reported in the presence of an in-situ generated cobalt catalyst. With this simple protocol, various amides were methylated in up to 99% yield. Notably, the involvement of active cobalt (I) hydride in this methylation process was revealed by control experiments Deuterium labeling studies were carried out using methanol-d₄, taking benzamide and the possible intermediate N-(hydroxymethyl)benzamide to understand this transformation. Addnl., DFT calculations for the amide-formaldehyde coupling were performed to elucidate the influence of catalyst in this step.

Asian Journal of Organic Chemistry published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, HPLC of Formula: 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Choudhury, Shubhranshu Shekhar published the artcileHydrogen bond mediated conversion of benzenenitriles and arylacetonitriles to amides: an “on/in-water” reaction strategy, Application In Synthesis of 1453-82-3, the publication is Green Chemistry (2022), 24(12), 4981-4990, database is CAplus.

Owing to the myriad of applications that amides have, hydration of nitriles has emerged as one of the most preferred atom-efficient synthesis methods. Being kinetically slow, this strategy requires some efficient catalysts. Herein, authors discovered choline hydroxide as an environmentally benign, metal-free and inexpensive catalyst for the hydration of aromatic and heteroaromatic nitriles on/in water with excellent yields. All the reactions proceeded under mild/moderate conditions, facilitated by the hydrogen bonds between the catalyst and the reactant or intermediate. D. functional theory (DFT) studies were used to propose the plausible reaction mechanism, which was further corroborated with kinetics measurements using quant. ¹⁹F NMR spectroscopy, thereby revealing the presence of H-bond mediated catalysis which brought down the activation energy barrier even lower than those in previous reports on using H₂SO₄ or Ru(OH)_x/Al₂O₃ as catalysts. This work offers an “on/in-water” reaction strategy for the efficient hydration of nitriles and will pave the path towards novel routes for the com. synthesis of amides.

Green Chemistry published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Application In Synthesis of 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Budziak-Wieczorek, Iwona published the artcileSynthesis and Characterization of a (-)-Epicatechin and Barbituric Acid Cocrystal: Single-Crystal X-ray Diffraction and Vibrational Spectroscopic Studies, COA of Formula: C6H6N2O, the publication is ACS Omega (2021), 6(12), 8199-8209, database is CAplus and MEDLINE.

The paper presents the contribution of the cocrystn. method in the physicochem. modification of catechins that exhibit low oral bioavailability. This was done to obtain cocrystals for two naturally occurring polyphenolic diastereoisomers (+)-catechin and (-)-epicatechin with commonly used coformers. Due to distinct crystallization behavior, only the (-)-epicatechin cocrystal with barbituric acid in a 1:1 stoichiometry was obtained. The cocrystal of (-)-epicatechin (EC) with barbituric acid (BTA) was prepared by the slow solvent-evaporation technique. The structure and intermol. interactions were determined by X-ray crystallog. techniques. The anal. of packing and interactions in the crystal lattice revealed that mols. in the target cocrystal were packed into tapes, formed by the O-H···O type contacts between the (-)-epicatechin and coformer mols. The EC mols. interact with the carboxyl group in the BTA coformer mainly by -OH groups from the benzene ring A. The cocryst. phase constituents were also investigated in terms of Hirshfeld surfaces. The application of Raman spectroscopy confirmed the involvement of the C=O group in the formation of hydrogen bonds between the (-)-epicatechin and barbituric acid mols. Addnl., the solubility studies of pure EC and the EC-BTA cocrystal exhibited minor enhancement of EC solubility in the buffer solution, and pH measurements confirmed a stable level of solubility for EC and its cocrystal.

ACS Omega published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, COA of Formula: C6H6N2O.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Wang, Nan published the artcileTransition metal-free NaOH-catalyzed hydration of nitriles to primary amides in NH₃·H₂O-DMSO mixture, Computed Properties of 1453-82-3, the publication is Molecular Diversity (2021), 25(2), 1131-1136, database is CAplus and MEDLINE.

An efficient protocol for hydration of aryl(hetero)/alkyl nitriles RCN (R = Bu, cyclohexyl, thiophen-2-yl, 4-chlorophenyl, etc.) toward primary amides RC(O)NH₂ with 0.1 equivalent was reported. NaOH in NH₃·H₂O-DMSO under mild conditions is used. Various substituted nitriles are smoothly converted to the corresponding amides with good to excellent isolated yields. Gram-scale reactions were also performed to produce the desired products in high yields. In addition, the excessive hydrolysis of the benzonitrile to form benzoic acid was also achieved with increasing the amount of NaOH and prolonging the reaction time.

Molecular Diversity published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C16H20N2, Computed Properties of 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Duan, Wenlong published the artcilePolymorphs and Transformations of the Solid Forms of Organic Salts of 5-Sulfosalicylic Acid and Isonicotinamide, Recommanded Product: Isonicotinamide, the publication is Crystal Growth & Design (2020), 20(12), 7606-7614, database is CAplus.

Diversities of salts formed by 5-sulfosalicylic acid (5-SSA) and isonicotinamide (INA) were obtained by mechanochem. grinding and from solution, including 3 polymorphs of (5-SSA-2H)^–·(INA-H)⁺·H₂O (1) (form 1a, form 1b, and form 1c), dehydration phase (5-SSA-2H)₂^–·(INA-H)₂⁺ (2), solvent phases (5-SSA-2H)^–·(INA-H)⁺·MeOH (3) and (5-SSA-2H)₂^–·(INA-H)₂⁺·H₂O·MeOH (4), and stoichiometric form (5-SSA-2H)^–·(INA-H)⁺·(INA) (5). The work studies not only the stabilities of the 3 polymorphs and the relation between solvated 1 and desolvation phase 2 but also the interconversion of these crystalline phases. The dehydrated phase 2 and solvent phase 4 comprising 2 independent 5-SSA anions and 2 independent INA cations in the asym. unit form an individual ion pair and the corresponding H bonded networks. The solvent phase (5-SSA-2H)₂^–·(INA-H)₂⁺·H₂O·MeOH (4) shows the individual structural features of both (5-SSA-2H)^–·(INA-H)⁺·H₂O (1) and solvent phase (5-SSA-2H)^–·(INA-H)⁺·MeOH (3). All 7 salts build up layered structures but comprising a different H bonding network and can experience a reversible transformation. Quantum mechanics calculations are used to assess the stability of some of the crystalline phases under study. The example of salts of 5-SSA and INA comprising a diversity of solid forms reported here can be considered very rare, which provided a good model for the insight into the structural transformation of materials of interest. Diversities of salts formed by 5-sulfosalicylic acid (5-SSA) and isonicotinamide (INA), including 3 polymorphs of (5-SSA-2H)^–·(INA-H)⁺·H₂O (1), dehydrated (5-SSA-2H)₂^–·(INA-H)₂⁺ (2), solvent phases (5-SSA-2H)^–·(INA-H)⁺·MeOH (3) and (5-SSA-2H)₂^–·(INA-H)₂⁺·H₂O·MeOH (4), and stoichiometric form (5-SSA-2H)^–·(INA-H)⁺·(INA) (5), were obtained, and their reversible transformations were discussed.

Crystal Growth & Design published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Recommanded Product: Isonicotinamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics