Tag: 100-200

Silica-sulfuric acid: novel, simple, efficient and reusable catalyst for hydration of nitrile to amide was written by Chandrashekharappa, Sandeep;Venugopala, Katharigatta N.;Venugopala, Rashmi;Odhav, Bharti. And the article was included in Asian Journal of Chemistry in 2016.Reference of 60979-25-1 This article mentions the following:

Silica-sulfuric acid efficiently catalyzes conversion of aliphatic, substituted aromatic and hetero aromatic nitriles to their corresponding amides in good to excellent yields under reflux condition. Products obtained were purified by column chromatog. method and characterized by ¹H NMR, ¹³C NMR and mass spectral anal. In the experiment, the researchers used many compounds, for example, 3-Amino-4-methoxybenzonitrile (cas: 60979-25-1Reference of 60979-25-1).

3-Amino-4-methoxybenzonitrile (cas: 60979-25-1) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Reference of 60979-25-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The comparison of molecular surfaces by neural networks and its applications to quantitative structure activity studies was written by Polanski, Jaroslaw;Gasteiger, Johann;Wagener, Markus;Sadowski, Jens. And the article was included in Quantitative Structure-Activity Relationships in 1998.Application In Synthesis of 3-Amino-4-methoxybenzonitrile This article mentions the following:

Self-organizing Kohonen neural networks are used to obtain quant. structure-activity relationships. Simple mols. were selected to discuss the essential features of the transformation. Descriptors calculated from maps obtained from comparative studies with template mols. applied to the anal. of compounds derived from butane, as well as Et carboxylates and nitroanilines and aminobenzonitriles (sweet-tasting compounds) can be correlated with various mol. effects. In the experiment, the researchers used many compounds, for example, 3-Amino-4-methoxybenzonitrile (cas: 60979-25-1Application In Synthesis of 3-Amino-4-methoxybenzonitrile).

3-Amino-4-methoxybenzonitrile (cas: 60979-25-1) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Application In Synthesis of 3-Amino-4-methoxybenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Polystyrene-Supported Palladium (Pd@PS)-Catalyzed Carbonylative Annulation of Aryl Iodides Using Oxalic Acid as a Sustainable CO Source for the Synthesis of 2-Aryl Quinazolinones was written by Ram, Shankar;Shaifali;Chauhan, Arvind Singh;Sheetal;Sharma, Ajay Kumar;Das, Pralay. And the article was included in Chemistry – A European Journal in 2019.Reference of 1483-54-1 This article mentions the following:

An efficient and convenient strategy for the synthesis of diversely substituted quinazolinones from o-carbamoyl/cyano aniline and aryl iodides using oxalic acid as a CO source under polystyrene supported palladium (Pd@PS) nanoparticles (NPs) catalyzed conditions was developed. The oxalic acid were employed as safe, economic, environmentally benign, sustainable and bench-stable, solid CO surrogate under Double-Layer-Vial (DLV) system for the synthesis of 2-aryl quinazolinones. This methodol. does not require any special high-pressure equipment like autoclaves, microwaves, etc. Moreover, a simple procedure for catalyst preparation, catalyst recyclability, easy handling of reaction, additive and base-free generation of CO, excellent to good yields and vast substrate scope were the addnl. features of developed protocol. In the experiment, the researchers used many compounds, for example, 2-Amino-4-(trifluoromethyl)benzonitrile (cas: 1483-54-1Reference of 1483-54-1).

2-Amino-4-(trifluoromethyl)benzonitrile (cas: 1483-54-1) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Reference of 1483-54-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

4-(Tetrazolylalkyl)piperidine-2-carboxylic acids. Potent and selective N-methyl-D-aspartic acid receptor antagonists with a short duration of action was written by Ornstein, Paul L.;Schoepp, Darryle D.;Arnold, M. Brian;Leander, J. David;Lodge, David;Paschal, Jonathan W.;Elzey, Tom. And the article was included in Journal of Medicinal Chemistry in 1991.Formula: C7H6N2O This article mentions the following:

A series of trans– and cis-4-(tetrazolylalkyl)piperidine-2-carboxylic acids I (R = H, Me) and II (n = 1, R = H, Me; n = 2-4, R = H) as potent and selective N-methyl-D-aspartic acid (NMDA) receptor antagonists were prepared and evaluated in vitro in both receptor binding assays and in a cortical-wedge preparation to determine affinity, potency, and selectivity. The new amino acids were also evaluated in vivo for their ability to block NMDA-induced convulsions in neonatal rats and NMDA-induced lethality in mice. The most potent compound of this series was I (R = H). I (R = H) blocked both NMDA-induced convulsions in neonatal rats and NMDA-induced lethality in mice. This is the first example of an NMDA receptor antagonist that incorporates a tetrazole moiety as an ω-acid bioisostere. These amino acid antagonists are also unique from their phosphonic acid counterparts in that they have a shorter duration of action in vivo. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0Formula: C7H6N2O).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Formula: C7H6N2O

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of 4-aminothieno[2,3-b]pyridine-5-carboxylic acids was written by Lalezari, Iradj. And the article was included in Journal of Heterocyclic Chemistry in 1979.Recommanded Product: 70291-62-2 This article mentions the following:

The title compounds I [R = R¹ = Me or RR¹ = (CH₂)_n, n = 3,4,5] were prepared in ∼80% yields by condensing 2-amino-3-cyanothiophenes with Et 3-aminocrotonate in the presence of p-MeC₆H₄SO₃H, EtONa-catalyzed cyclization of the resulting II, and hydrolysis. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Recommanded Product: 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Recommanded Product: 70291-62-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Contribution to our Knowledge of the Terpenes and the Ethereal Oils. 91st Paper. (C) The Behavior of β-Cyclohexylethylamine toward Nitrous Acid was written by Wallach, O.. And the article was included in Justus Liebigs Annalen der Chemie in 1908.SDS of cas: 4435-14-7 This article mentions the following:

(Cf. Ibid.). Cyclohexylacetonitrile, b. 215°, [n]_D¹⁸ 1.4575 prepared from the amide of cyclohexylacetic acid, on reduction, yielded β-cyclohexylethylamine, b. 188-9°, [n]_D¹⁹ 1.4647. With HNO₂, the latter did not form a 7-ring system, but a little cyclohexylethylene, b. 132-7°, and the alcohols C₆H₁₁.CH₂.CH₂OH and. C₆H₁₁.CH(OH).Me, which were separated by oxidation with chromic acid and formation of semicarbazones. In this way, cyclohexylacetaldehyde, semicarbazone, m. 132-4°, and cyclohexylmethylketone, semicarbazone, m. 172-3°, were obtained, while the acids formed in the oxidation were found to be cyclohexylacetic and adipic acids. In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7SDS of cas: 4435-14-7).

2-Cyclohexylacetonitrile (cas: 4435-14-7) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.SDS of cas: 4435-14-7

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of Substituted Quinazolin-4(3H)-imines From Aryldiazonium Salts, Nitriles and 2-Cyanoanilines via A Metal-Free Tandem Approach was written by Ramanathan, Mani;Liu, Yi-Hung;Peng, Shie-Ming;Liu, Shiuh-Tzung. And the article was included in Organic Letters in 2017.Recommanded Product: 53312-77-9 This article mentions the following:

A transition metal-free synthesis of multisubstituted quinazolin-4(3H)-imines has been realized by the direct reaction of aryldiazonium salts, nitriles, and 2-cyanoanilines in a one-pot fashion. This strategy utilizes the in situ formation of reactive N-arylnitrilium intermediate, which undergoes further tandem cyclization with consecutive formation of N-C bonds. Broad functional group compatibility, mild conditions, shorter time, and operational simplicity are the notable features of this report. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Recommanded Product: 53312-77-9).

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Recommanded Product: 53312-77-9

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Preparation of magnetically recyclable ZnFe₂O₄ nanoparticles by easy single-step co-precipitation method and their catalytic performance in the synthesis of 2-aminothiophenes was written by Erfaninia, N.;Tayebee, R.;Foletto, E. L.;Amini, M. M.;Dusek, M.;Zonoz, F. M.. And the article was included in Applied Organometallic Chemistry in 2018.HPLC of Formula: 70291-62-2 This article mentions the following:

A new synthetic route for the preparation of ZnFe₂O₄ nanoparticles through the chem. co-precipitation using Fe²⁺ and Fe³⁺ ions in an alk. solution was developed. The synthesized nanoparticles were characterized by XRD, FTIR, SEM, ICP-MS, DRS, TGA, VSM and elemental anal. Characterization results confirmed the formation of single ZnFe₂O₄ phase, with an average particle size of 40 nm and a high saturation magnetization of 34 emu g^-1. The prepared material was employed as a catalyst for the synthesis of 2-aminotiophene derivatives I [R¹ = Ph; R² = Me; R¹ = R² = H, Et; R¹R² = (CH₂)₃, (CH₂)₄, (CH₂)₅] through the Gewald reaction of ketones/aldehyde with malonodinitrile. This thermally and chem. stable nanocatalyst was environmentally benign, economical and reusable which easily recovered using an external magnet. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2HPLC of Formula: 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.HPLC of Formula: 70291-62-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Effects of Various Bases on Acid-Catalyzed Amination of 2-Chloro-5-ethylpyrimidine: Synthesis of PPARpan Agonist GW693085 was written by Glover, Bobby N.;Jones, Lynda A.;Johnson, Byron S.;Millar, Alan;Osterhout, Martin H.;Xie, Shiping. And the article was included in Journal of Organic Chemistry in 2010.COA of Formula: C11H13NO This article mentions the following:

A unique buffering effect of various bases, i-Pr₂NEt and CaCO₃ in particular, was observed for the acid-catalyzed chloro displacement of 2-chloro-5-ethylpyrimidine with a 2-methyl-2-phenylpropanamine. The use of the carefully chosen bases was essential for the progression of the chloro displacement as well as the stability of the product in the presence of HCl formed. Research work leading to an efficient synthesis of PPARpan agonist GW693085 (I) is described, featuring highly selective sequential N- and O-alkylations. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5COA of Formula: C11H13NO).

2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.COA of Formula: C11H13NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Alkylation of Aromatic Amines with Trialkyl Amines Catalyzed by a Defined Iridium Complex with a 2-Hydroxypyridylmethylene Fragment was written by Deng, Danfeng;Hu, Bowen;Zhang, Ziyu;Mo, Shengkai;Yang, Min;Chen, Dafa. And the article was included in Organometallics in 2019.Category: nitriles-buliding-blocks This article mentions the following:

Six Cp*Ir complexes containing NN-bidentate chelate ligands [Cp*IrCl(C₅H₄CH₂C₅H₃OH)][Cl] (1), [Cp*IrCl(C₅H₄CH₂C₅H₃O)] (2), [Cp*IrCl(C₅H₄C₅H₃OH)] [Cl] (3), [Cp*IrCl(C₅H₄CH₂C₅H₄)][Cl] (4), [Cp*IrCl(CH₃OC₅H₃CH₂C₅H₃OCH₃)][Cl] (5), and [Cp*IrCl(CH₃OC₅H₃CH₂C₅H₃OH)][Cl] (6) were synthesized and characterized. Complex 1 could be transformed to 2 when reacted with NaO^tBu or NEt₃ via -OH deprotonation. These six complexes were tested as catalysts for mono-N-alkylation of amines with trialkyl amines, and complex 1 exhibited highest activity. The coupling reactions proceed under air condition, with 1 mol % catalyst loading without extra base in methanol at 120 °C and can be further accelerated by adding NR₃·HCl. In the experiment, the researchers used many compounds, for example, 4-(Ethylamino)benzonitrile (cas: 4714-63-0Category: nitriles-buliding-blocks).

4-(Ethylamino)benzonitrile (cas: 4714-63-0) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts