Tag: 100-200

A highly efficient Co-based catalyst fabricated by coordination-assisted impregnation strategy towards tandem catalytic functionalization of nitroarenes with various alcohols was written by Wang, Jing;She, Wei;Li, Xuewei;Li, Zhibin;Li, Jingfang;Mao, Guijie;Li, Weizuo;Li, Guangming. And the article was included in Journal of Catalysis in 2021.SDS of cas: 4714-63-0 This article mentions the following:

A well-defined hexamethylenetetramine (abbreviated as HMTA) based two-dimensional (2D) MOFs metalloligand (termed Zn-HMTA), with free uncoordinated tertiary amine groups, has been synthesized via solution diffusion method for the first time. The crystal structure of 2D Zn-HMTA metalloligand was determined by the single crystal X-ray diffraction (SCXRD). The SCXRD and XPS analyses have revealed that the 2D Zn-HMTA metalloligand is rich in- free tertiary amine groups, which are of strong coordination ability to transition metal ions (e.g. Ni²⁺, Co²⁺, Zn²⁺, Cu²⁺). As a result, a 2D bimetallic Co@Zn-HMTA MOFs was synthesized via coordination-assisted impregnation (CAI) strategy attributed to the unique feature of strong coordinated ability of free tertiary amine groups. Furthermore, a series of self-supported Co-ZnO-CN nanocatalysts were afforded upon the as-synthesized Co@Zn-HMTA MOFs served as a self-sacrificial template for pyrolysis at different temperatures The optimized catalyst (termed as Co-ZnO@CN-CAI) demonstrated the excellent catalytic performance for hydrogenation-alkylation tandem reaction in comparison with the classic ZnO@CN composite (derived from Zn-HMTA MOFs) supported metallic Co catalyst (Co-ZnO@CN-IWI) prepared by incipient wetness impregnation method. Moreover, the kinetic study was also performed to confirm that the alkylation is the rate-determining step in the hydrogenation-alkylation tandem reaction. The origin of enhanced catalytic performance of Co-ZnO@CN-CAI and the role of Co@Zn-HMTA MOFs precursor have been explored by way of various characterizations, e.g. HADDF-STEM-EDS, SEM-EDS, ¹³C MAS NMR, XRD, Raman and XPS, etc. It is anticipated that the prepared low-cost and easily prepared 2D Zn-HMTA metalloligand will become a general template for synthesis of highly self-supported catalysts with coordination-assisted impregnation strategy (CAI) for various catalytic reactions. In the experiment, the researchers used many compounds, for example, 4-(Ethylamino)benzonitrile (cas: 4714-63-0SDS of cas: 4714-63-0).

4-(Ethylamino)benzonitrile (cas: 4714-63-0) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. 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.SDS of cas: 4714-63-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

1,3-diethynylallenes: stable monomers, length-defined oligomers, asymmetric synthesis, and optical resolution was written by ter Wiel, Matthijs K. J.;Odermatt, Severin;Schanen, Patrick;Seiler, Paul;Diederich, Francois. And the article was included in European Journal of Organic Chemistry in 2007.Related Products of 5351-07-5 This article mentions the following:

A series of differently substituted 1,3-diethynylallenes (DEAs) have been synthesized, confirming that the previously introduced construction protocols tolerate a variety of functional groups. The new DEAs bear at least one polar group to facilitate enantiomer separations on chiral stationary phases and to allow further functionalization. They are thermally and environmentally stable compounds since bulky substituents next to the cumulene moiety suppress the tendency to undergo [2 + 2] cyclodimerization. A series of length-defined oligomers were obtained as mixtures of stereoisomers by oxidative coupling of a monomeric DEA under Glaser-Hay conditions. The electronic absorption data indicate a lack of extended π-electron conjugation across the oligomeric backbone due to the orthogonality of the allenic π-systems. Remarkably, even complex mixtures of stereoisomers only yield one single set of NMR signals, which under-lines the low stereodifferentiation in acyclic allenoacetylenic structures. Optical resolution of DEAs represents an amazing challenge, and preliminary results on the anal. level are reported. Asym. synthesis by Pd-mediated S_N2′-type cross-coupling of an alkyne to an optically pure bispropargylic precursor opens another promising route to optically active allenes with stereoselectivities currently reaching up to 78% ee. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5Related Products of 5351-07-5).

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. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Related Products of 5351-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Affinity capacities and migration tendencies. V. The affinity capacity of the anisyl radical according to the dehydration of dialkylanisyl glycols and the isomerization of the corresponding ethylene oxides by heat was written by Tiffeneau, M.;Levy, Jeanne;Weill, Paul. And the article was included in Bulletin de la Societe Chimique de France in 1931.Recommanded Product: 5351-07-5 This article mentions the following:

It has been found, by the hydrolysis of oxazoles, studies of the halochromism of triarylcarbinols as well as by the cleavage of ketones under the influence of NaNH₂, that the affinity capacity or force attachment of the anisyl radical is 2-7 times greater than that of the Ph radical. Dehydration of the glycols PhCH(OH)C(OH)Me₂ and PhCH(OH)C(OH)(CH₂Ph)₂ and isomerization of the corresponding ethylene oxides have shown that the affinity capacities of the various radicals can be arranged in the order of decreasing magnitude, Me₂ > Ph > (PhCH₂)₂. The product obtained in the isomerization by heat of the oxide of MeOC₆H₄CH:CMe₂ (C. A. 20, 2850) has insufficiently characterized and was considered to be an aldehyde. This conclusion implied that the affinity capacity of anisyl was less than that of Me₂. A further study has shown that the product is a ketone, MeOC₆H₄CHMeAc formed according to the rearrangement, from which it is concluded that the affinity capacity of anisyl exceeds that of Me₂. Although it thus becomes futile to compare the affinity capacities of anisyl with those of other acyclic radicals, results of experiments made on the constitution of iodohydrins, the isomerization of ethylene oxides and the dehydration of glycols on the series AnCH:CR₂ (where An = anisyl and R = Me, Et, Pr and PhCH₂) are reported. The fixation of HOI on MeOC₆H₄CH:CMe₂ gives MeOC₆H₄CH(OH)CIMe₂, which with dry KOH yields anisyldimethylacetaldehyde I, MeOC₆H₄CMe₂CHO, b₁₈ 140-5°; oxime, m. 104-5°; anisyldimethylacetonitrile, b₂₀ 165-70°. I furnishes a rare example of a trisubstituted aldehyde which can form a bisulfite compound The product of the isomerization of anisyldimethylethylene oxide and of the dehydration of anisyldimethyl glycol is 2-anisyl-3-butanone, b. 260-5°; semicarbazone, 183-4°. The dehydration at 150° of 1-anisyl-2-ethyl-1-butanol, prepared from MeOC₆H₄MgBr and 3-ethyl-4-butanol, yields anisyldiethylethylene, MeOC₆H₄CH:CEt₂, b₁₄ 1340, n_D¹⁵ 1.532, d₀ 0.98, oxidized by BzO₂H to the ethylene oxide (II), b₁₆ 156-8°, n_D¹⁵ 1.515. Distillation of II in the presence of infusorial earth or pumice soaked in H₂SO₄ completely isomerizes it to 3-anisyl-4-hexanone (III), b₁₉ 158-60, n_D¹⁵ 1.523, d₀ 1.034 (semscarbazone, m. 138°), identical with the product prepared from the Na derivative of 1-anisyl-2-butanone with EtBr. The dehydration by heat or 50% H₂SO₄ of anisyldiethylglycol, MeOC₆H₄CH(OH)C(OH)Et₂, m. 78-9°, also produces III. Anisyldipropylethylene oxide, b₁₃ 162-5°, n_D¹⁵ 1.1512, d₀ 0.995, prepared by the action of Bz₂OH on anisyldipropylethylene, b₁₆ 162-5°, n_D¹⁵ 1.528, d₀ 0.953, is isomerized by distillation to 4-anisyl-5-octanone, b. 280°, n_D¹⁵ 1.511, d. 0.984 (semicarbazone, m. 97°), which is also formed by the dehydration by heat or 25% H₂SO₄ of anisyldipropylglycol, m. 93-4°, obtained in 50% yields by the action of 4 mols. of PrMgBr on 1 mol. of Et anisylglycolate. The distillation at reduced pressure of anisyldibenzylethylene oxide gives 2-anisyl-1,4-diphenyl-3-butanone (IV), stable to cold concentrated H₂SO₄ and to the action of alc. KOH at 150°, m. 75°; oxime, m. 95° (Ac derivative, m. 61-2°); isonitroso derivative, m. 153-4°. With PhCH₂MgCl, IV is transformed into anisyltribenzylethanol, m. 105-6°. The direct benzylation of acetylanisole, AcC₆H₄OMe, gives dibenzylacetylanisole, (PhCH₂)₂CHCOC₆H₄OMe, m. 93-5° (semicarbazone, m. 179-80°), not identical with IV. The latter is also formed by the dehydration of anisyldibenzyl glycol, prepared from PhCH₂MgBr and Et anisylglycolate. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5Recommanded Product: 5351-07-5).

2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5) belongs to nitriles. Nitrile carbon shifts are in the range of 115�25 ppm whereas in isonitriles the shifts are around 155�65 ppm. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Recommanded Product: 5351-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A new naturally occurring polyamine containing a quaternary ammonium nitrogen was written by Oshima, Tairo;Hamasaki, Nobuko;Senshu, Mitsuko;Kakinuma, Katsumi;Kuwajima, Isao. And the article was included in Journal of Biological Chemistry in 1987.Related Products of 7528-78-1 This article mentions the following:

A new polyamine, tetrakis(3-aminopropyl)ammonium, N⁺(CH₂CH₂CH₂NH₂)₄, was identified in cells of an extreme thermophile, T. thermophilus. This compound was chem. synthesized and its chem. properties were coincident with those of the amine isolated from the thermophile. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Related Products of 7528-78-1).

3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) belongs to nitriles. Nitrile carbon shifts are in the range of 115â€?25 ppm whereas in isonitriles the shifts are around 155â€?65 ppm. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Related Products of 7528-78-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A convenient procedure for the chlorination of deactivated anilines was written by Nickson, Thomas E.;Roche-Dolson, Cathy A.. And the article was included in Synthesis in 1985.Synthetic Route of C7H5ClN2 This article mentions the following:

Heating deactivated anilines RR¹C₆H₃NH₂ (R = H, 2-, 4-Me; R¹ = 2-, 4-CO₂Me, NO₂, cyano, CF₃) with N-chlorosuccinimide in MeCN at reflux gave 57-91% 2-Cl- or 4-ClRR¹C₆H₂NH₂. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Synthetic Route of C7H5ClN2).

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Synthetic Route of C7H5ClN2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Large screening of DNA-compatible reaction conditions for Suzuki and Sonogashira cross-coupling reactions and for reverse amide bond formation was written by Favalli, Nicholas;Bassi, Gabriele;Bianchi, Davide;Scheuermann, Jorg;Neri, Dario. And the article was included in Bioorganic & Medicinal Chemistry in 2021.Related Products of 29809-13-0 This article mentions the following:

Progress in DNA-encoded chem. library synthesis and screening crucially relies on the availability of DNA-compatible reactions, which proceed with high yields and excellent purity for a large number of possible building blocks. In the past, exptl. conditions have been presented for the execution of Suzuki and Sonogashira cross-coupling reactions on-DNA. In this article, our aim was to optimize Suzuki and Sonogashira reactions, comparing our results to previously published procedures. We have tested the performance of improved conditions using 606 building blocks (including boronic acids, pinacol boranes and terminal alkynes), achieving >70% conversion for 84% of the tested mols. Moreover, we describe efficient exptl. conditions for the on-DNA synthesis of amide bonds, starting from DNA derivatives carrying a carboxylic acid moiety and 300 primary, secondary and aromatic amines, as amide bonds are frequently found in DNA-encoded chem. libraries thanks to their excellent DNA compatibility. In the experiment, the researchers used many compounds, for example, 5,6,7,8-Tetrahydronaphthalene-1-carbonitrile (cas: 29809-13-0Related Products of 29809-13-0).

5,6,7,8-Tetrahydronaphthalene-1-carbonitrile (cas: 29809-13-0) 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. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Related Products of 29809-13-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A bifunctionalized organic-inorganic hybrid silica: synergistic effect enhances enantioselectivity was written by Xiao, Wei;Jin, Ronghua;Cheng, Tanyu;Xia, Daquan;Yao, Hui;Gao, Fei;Deng, Boxin;Liu, Guohua. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2012.Category: nitriles-buliding-blocks This article mentions the following:

An imidazolium-based bifunctional heterogeneous catalyst exhibits excellent catalytic efficiency in asym. transfer hydrogenation of aromatic ketones in aqueous medium. The superior catalytic performance and the enhanced enantioselectivity is attributed to the synergistic effect of salient imidazolium phase-transfer function and the confined nature of the chiral organoiridium catalyst. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Category: nitriles-buliding-blocks).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. 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.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Evaluation of 5H-Thiazolo[3,2-α]pyrimidin-5-ones as Potential GluN2A PET Tracers was written by He, Yingfang;Whitehead, David M.;Briard, Emmanuelle;Numao, Shin;Mu, Linjing;Schibli, Roger;Ametamey, Simon M.;Auberson, Yves P.. And the article was included in ChemMedChem in 2020.Quality Control of 4-(Ethylamino)benzonitrile This article mentions the following:

The authors describe their efforts to develop a PET tracer for imaging GluN2A-containing NMDA receptors, based on a 5H-thiazolo[3,2-α]pyrimidin-5-one scaffold. The metabolic stability and overall properties were optimized satisfactorily, although binding affinities remained a limiting factor for in vivo imaging. The authors identified [¹⁸F]pyrimidinone I as a radioligand providing good-quality images in autoradiog. studies, as well as [³H₂]pyrimidinylcyclopropanecarbonitrile II, which was used for the successful development of a radioligand binding assay. These are valuable new tools for the study of GluN2A-containing NMDA receptors, and for the optimization of allosteric modulators binding to the pharmacophore located at the dimer interface of the GluN1-GluN2A ligand-binding domain. In the experiment, the researchers used many compounds, for example, 4-(Ethylamino)benzonitrile (cas: 4714-63-0Quality Control of 4-(Ethylamino)benzonitrile).

4-(Ethylamino)benzonitrile (cas: 4714-63-0) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. 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.Quality Control of 4-(Ethylamino)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Remote electronic control of the ligand in the enantioselective palladium-catalyzed allylic alkylation with chiral oxazolinylpyridines was written by Chelucci, Giorgio;Deriu, Sebastiano P.;Saba, Antonio;Valenti, Raffaela. And the article was included in Tetrahedron: Asymmetry in 1999.Related Products of 36057-44-0 This article mentions the following:

New chiral oxazolinylpyridines bearing electron-donating and withdrawing groups in the 4-position of the pyridine ring have been prepared and assessed in the enantioselective palladium catalyzed allylic substitution of 1,3-diphenylprop-2-enyl acetate with di-Me malonate. The electronic properties of substituents strongly affect the catalytic activity and only slightly affect the enantioselectivity of the substitution reaction. Enantioselectivity up to 93% was obtained. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0Related Products of 36057-44-0).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. Nitrile carbon shifts are in the range of 115�25 ppm whereas in isonitriles the shifts are around 155�65 ppm. 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.Related Products of 36057-44-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Metabolism blocked classical folate analog inhibitors of dihydrofolate reductase-1: synthesis and biological evaluation of mobiletrex was written by Nair, M. Gopal;Fayard, Melanie L.;Lariccia, Joanna M.;Amato, Alaina E.;McGuire, John J.;Galivan, John H.;Kisliuk, Roy L.. And the article was included in Medicinal Chemistry Research in 1999.Electric Literature of C8H6N2O2 This article mentions the following:

A classical folate analog inhibitor of dihydrofolate reductase is described. This compound, 4′-methylene-5,8,10-trideazaaminopterin [Mobiletrex; M-Trex], is resistant to both polyglutamylation and aldehyde oxidase mediated 7-hydroxylation. Mobiletrex exhibited excellent inhibition of human dihydrofolate reductase and inhibited growth of a number of human tumor cells in culture. Unlike methotrexate, mobiletrex was not a substrate of either folylpolyglutamate synthetase or rabbit liver aldehyde oxidase. Mobiletrex caused total growth inhibition (TGI) of a number of human tumor cells at therapeutically relevant concentrations (âˆ?1×10^-6 M) which are potencies strikingly higher than those of methotrexate. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6Electric Literature of C8H6N2O2).

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) 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. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Electric Literature of C8H6N2O2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts