Tag: 200-300

General Reductive Amination of Aldehydes and Ketones with Amines and Nitroaromatics under H₂ by Recyclable Iridium Catalysts was written by Sui, Dejun;Mao, Fei;Fan, Haipeng;Qi, Zhengliang;Huang, Jun. And the article was included in Chinese Journal of Chemistry in 2017.Computed Properties of C14H12N2 This article mentions the following:

Heterogeneous iridium catalysts were prepared and applied for the reductive amination of aldehydes and ketones with nitroaroms. and amines using H₂. The iridium catalysts were prepared by pyrolysis of ionic liquid 1-methyl-3-cyanomethylimidazoulium chloride ([MCNI]Cl) with iridium chloride (IrCl₃) in activated carbons. Iridium particles were well dispersed and stable in the N-doped carbon materials from [MCNI]Cl with activated carbon. The Ir@NC(600-2h) catalyst was found to be highly active and selective for the reductive amination of aldehydes and ketones using H₂ and a variety of nitrobenzenes and amines were selectively converted into the corresponding secondary and tertiary amines. The Ir@NC(600-2h) catalyst was reusable several times without evident deactivation. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Computed Properties of C14H12N2).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) 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.Computed Properties of C14H12N2

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Spectroscopic and theoretical studies of arylmethylenemalonitriles. II. Frequencies and intensities of the nitrile groups: LFER and Hueckel MO approaches was written by Binev, I.;Vitanov, D.;Yukhnovski, I.;Kaneti, Kh.. And the article was included in Izvestiya po Khimiya in 1979.Computed Properties of C18H10N2 This article mentions the following:

The IR frequencies and integrated intensities of the nitrile group were measured in HCCl₃ for a series of arylidenemalononitriles. The data correlated satisfactorily with substituent constants, as well as with CN bond orders and changes in the π-dipole moment during the ν_CN vibration. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Computed Properties of C18H10N2).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) 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. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Computed Properties of C18H10N2

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Emission characteristics of new laser dyes for the green and red spectral regions was written by Krymova, A. I.;Petukhov, V. A.;Popov, M. B.. And the article was included in Kvantovaya Elektronika (Moscow) in 1985.SDS of cas: 51473-74-6 This article mentions the following:

Emission characteristics were studies of solutions of certain new dyes from the classes of coumarins, naphthalimides, and benzanthrones under transverse pumping by the ruby laser 2nd-harmonic radiation. Most of the compounds showed laser action in the blue, green, and red spectral regions. A comparison was made of these substances with laser dyes widely used in the given spectral intervals. Compounds were found the lasing efficiency of which exceeds substantially that of uranin in the green region and that of Cresyl Violet in the red region and which are not inferior to them by photostability. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6SDS of cas: 51473-74-6).

7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. 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. SDS of cas: 51473-74-6

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Second harmonic generation from the single crystals of N-substituted 4-cyanoanilines was written by Hashimoto, H.;Okada, Y.;Okamoto, N.;Matsushima, R.. And the article was included in Journal of Luminescence in 2000.Category: nitriles-buliding-blocks This article mentions the following:

Six N-substituted derivatives of 4-cyanoaniline (pCA) were synthesized and their phys. and optical properties were examined in the search for 2nd-order nonlinear optical materials with enough crystal dimensions together with blue-light transparency. Among the derivatives examined, N-diphenylmethyl-pCA and N-2-naphthylmethyl-pCA afforded single crystals that lack a center of symmetry. Although the 2nd harmonic (SH) activities of these derivatives were not enough for the practical purposes, their cut-off wavelengths were shorter than 330 nm and showed sufficient blue-light transparency. Quant. prediction of the SH activity was also attempted. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Category: nitriles-buliding-blocks).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Category: nitriles-buliding-blocks

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Stereoselective synthesis of spirocyclohexadiene-pyrazolones via organic base and/or hydrogen bonding assisted [3+3] annulation reactions was written by Sun, Bing-Bing;Zhang, Jun-Qi;Chen, Jun-Bo;Fan, Wei-Tai;Yu, Jie-Qiang;Hu, Jia-Ming;Wang, Xing-Wang. And the article was included in Organic Chemistry Frontiers in 2019.SDS of cas: 55490-87-4 This article mentions the following:

The 1,4-diazabicyclo[2.2.2]octane (DABCO)-catalyzed [3+3] cycloaddition reaction of α-arylidene pyrazolinones I (R¹ = Ph, 3-fluorophenyl, 2-naphthyl, 2-thienyl, etc.; R² = Ph, 4-methylphenyl, 4-methoxyphenyl, 4-fluorophenyl; R³ = Ph, 3-chlorophenyl, 4-cyanophenyl, 4-methylphenyl, 4-methoxyphenyl) and 2-benzylidenemalononitriles R⁴CH=C(CN)₂ (R² = Ph, 2-chlorophenyl, 9-anthracenyl, etc.) under mild reaction conditions has been reported, which afforded the spirocyclohexadiene-pyrazolones II in good yields with moderate to good diastereoselectivities. By the use of a cinchona alkaloid derived bifunctional squaramide-tertiary amine catalyst, an asym. variant of this [3 + 3] cycloaddition reaction has also been developed to provide optically active spirocyclohexadiene-pyrazolones bearing an all-carbon quaternary chiral center III in good yields with excellent enantioselectivities and moderate diastereoselectivities. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4SDS of cas: 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. 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.SDS of cas: 55490-87-4

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Amination of Alcohols Catalyzed by Copper-Aluminum Hydrotalcite: A Green Synthesis of Amines was written by Likhar, Pravin R.;Arundhathi, Racha;Kantam, Mannepalli Lakshmi;Prathima, Parvathaneni Sai. And the article was included in European Journal of Organic Chemistry in 2009.Safety of 4-(Benzylamino)benzonitrile This article mentions the following:

Copper-aluminum hydrotalcite (CuAl-HT)/K₂CO₃ has been employed in the activation of various benzyl alcs. with benzylamines to afford the corresponding amines in good to high yields. Experimentation showed that the reaction takes place through sequential transformations: the oxidation of alcs. into carbonyl compounds, imine formation between amines and carbonyl compounds, and then reduction of imines to amines, heterogeneously catalyzed by non-noble Cu-Al HT catalyst in a one-pot and straightforward fashion. The process was further extended to amination of alcs. with anilines which are often resistant to alkylation reactions when substituted with strong electron-withdrawing groups. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Safety of 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) 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. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Safety of 4-(Benzylamino)benzonitrile

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“Water Strider” Legs with a Self-Assembled Coating of Single-Crystalline Nanowires of an Organic Semiconductor was written by Jiang, Lang;Yao, Xi;Li, Hongxiang;Fu, Yanyan;Chen, Li;Meng, Qing;Hu, Wenping;Jiang, Lei. And the article was included in Advanced Materials (Weinheim, Germany) in 2010.Synthetic Route of C18H10N2 This article mentions the following:

Superhydrophobic surfaces are reported composed of crystalline nanowires of an organic semiconductor. Model copper waterstriders weighing 259.6 mg with self-assembled crystalline nanowires on their legs can easily stand on the surface of water. 1.0 Mg of such organic crystalline nanowires assembled on the legs could maximum float a 372 mg model strider. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Synthetic Route of C18H10N2).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. 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.Synthetic Route of C18H10N2

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Reductive Amination Revisited: Reduction of Aldimines with Trichlorosilane Catalyzed by Dimethylformamide – Functional Groups Tolerance, Scope, and Limitations was written by Popov, Kirill K.;Campbell, Joanna L. P.;Kysilka, Ondrej;Hosek, Jan;Davies, Christopher D.;Pour, Milan;Kocovsky, Pavel. And the article was included in Journal of Organic Chemistry in 2022.Related Products of 10282-32-3 This article mentions the following:

Aldimines R¹CH₂NHR² (R¹ = but-3-yn-1-yl, Ph, thiophen-2-yl, etc.; R² = Bu, Bn, cyclohexyl, 5-methyl-1,3,4-thiadiazol-2-yl, etc.), generated in situ from aliphatic, aromatic, and heteroaromatic aldehydes R¹CHO and aliphatic, aromatic, and heteroaromatic primary or secondary amines R²NH₂, can be reduced with trichlorosilane in the presence of DMF (DMF) as an organocatalyst (≤10 mol%) in toluene or CH₂Cl₂ at room temperature The reduction tolerates ketone carbonyls, esters, amides, nitriles, sulfones, sulfonamides, NO₂, SF₅, and CF₃ groups, boronic esters, azides, phosphine oxides, C=C and CC bonds, and ferrocenyl nucleus but sulfoxides and N-oxides are reduced. α,β-Unsaturated aldimines undergo 1,2-reduction only, leaving the C=C bond intact. N-Monoalkylation of primary amines is attained with a 1:1 aldehyde to amine ratio, whereas excess of the aldehyde (≥2:1) allows second alkylation, giving rise to tertiary amines. Reductive N-alkylation of α-amino acids proceeds without racemization; the resulting products, containing a CC bond or N₃ group, are suitable for click chem. This reaction thus offers advantages over the traditional methods (borohydride reduction or catalytic hydrogenation) in terms of efficiency and chemoselectivity. Solubility of some of the reacting partners appears to be the only limitation. The byproducts generated by the workup with aqueous NaHCO₃ (i.e., NaCl and silica) are environmentally benign. As a greener alternative, DMA can be employed as a catalyst instead of DMF. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Related Products of 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. 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.Related Products of 10282-32-3

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Cyanobenzyl sulfates as alkylating agents. Alkylation of amines with bis(cyanobenzyl)sulfate was written by Grochowski, E.;Boleslawska, T.. And the article was included in Bulletin de l’Academie Polonaise des Sciences, Serie des Sciences Chimiques in 1972.HPLC of Formula: 37812-51-4 This article mentions the following:

(2-NCC6H4CH2)2SO4 (I) and (4-NCC6H4CH2)2SO4 (II) are powerful alkylating agents for amines. Thus the resp. mono-(cyanobenzyl) derivatives were obtained in 95-8% yield by treating I with morpholine or pyridine or treating II with PhNH2, PhCH2NH2, cyclohexylamine, morpholine, or pyridine. II was prepared in 68% yield from 4-NCC6H4CH2Br and Ag2SO4. Reaction of I with primary amines gave iminoisoindoles, however. In the experiment, the researchers used many compounds, for example, 4-(Morpholinomethyl)benzonitrile (cas: 37812-51-4HPLC of Formula: 37812-51-4).

4-(Morpholinomethyl)benzonitrile (cas: 37812-51-4) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).HPLC of Formula: 37812-51-4

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Synthesis of 5-[bis(carboxymethyl)amino]-2-carboxy-4-cyano-3-thiopheneacetic acid strontium salt (strontium ranelate) was written by Wang, Qiang;Pan, Hongjuan;Yuan, Zhedong. And the article was included in Zhongguo Yiyao Gongye Zazhi in 2007.Related Products of 58168-20-0 This article mentions the following:

A method for the synthesis of the title compound [i.e., distrontium ranelate, 5-[bis(carboxymethyl)amino]-2-carboxy-4-cyano-3-thiopheneacetic acid strontium salt] is reported here. Strontium ranelate (a bone formation stimulant) was synthesized from di-Et 1,3-acetonedicarboxylate [i.e., 3-oxopentanedioic acid 1,5-di-Et ester ] by a cyclization with sulfur and malononitrile, condensation with Et chloroacetate to give 5-[N,N-bis(ethoxycarbonylmethyl)amino]-4-cyano-3-ethoxycarbonylmethyl-2-thiophenecarboxylic acid Et ester, which was subjected to alk. hydrolysis with strontium hydroxide. The overall yield was 34%. In the experiment, the researchers used many compounds, for example, Ethyl 5-amino-4-cyano-3-(2-ethoxy-2-oxoethyl)thiophene-2-carboxylate (cas: 58168-20-0Related Products of 58168-20-0).

Ethyl 5-amino-4-cyano-3-(2-ethoxy-2-oxoethyl)thiophene-2-carboxylate (cas: 58168-20-0) 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 addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Related Products of 58168-20-0

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