Tag: 200-300

A Metalloligand Appended with Thiazole Rings: Heterometallic {Co³⁺-Zn²⁺} and {Co³⁺-Cd²⁺} Complexes and Their Heterogeneous Catalytic Applications was written by Bansal, Deepak;Hundal, Geeta;Gupta, Rajeev. And the article was included in European Journal of Inorganic Chemistry in 2015.Computed Properties of C18H10N2 This article mentions the following:

This work describes a Co³⁺-based metalloligand containing appended thiazole rings and its reactions with secondary metal ions to produce heterometallic {Co³⁺-Zn²⁺} and {Co³⁺-Cd²⁺} complexes. Structural studies show that some of the appended thiazole rings from the metalloligand coordinate to secondary metal ions, whereas the remaining ones act as hydrogen-bond acceptors to metal-bound CH₃OH or H₂O mols. These heterometallic complexes function as reusable heterogeneous catalysts for the ring-opening reactions of epoxides as well as cyanation and Knoevenagel condensation reactions of aldehydes. The catalytic results illustrate that the microenvironment remains intact during the catalysis and potentially enhances the substrate interaction with the Lewis acidic secondary metal ions. 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. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. 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 C18H10N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

BF₃·Et₂O as a metal-free catalyst for direct reductive amination of aldehydes with amines using formic acid as a reductant was written by Luo, Zhenli;Pan, Yixiao;Yao, Zhen;Yang, Ji;Zhang, Xin;Liu, Xintong;Xu, Lijin;Fan, Qing-Hua. And the article was included in Green Chemistry in 2021.Application of 10282-32-3 This article mentions the following:

A versatile metal- and base-free direct reductive amination of aldehydes with amines using formic acid as a reductant under the catalysis of inexpensive BF₃·Et₂O has been developed. A wide range of primary and secondary amines and diversely substituted aldehydes are compatible with this transformation, allowing facile access to various secondary and tertiary amines in high yields with wide functional group tolerance. Moreover, the method is convenient for the late-stage functionalization of bioactive compounds and preparation of commercialized drug mols. and biol. relevant N-heterocycles. The procedure has the advantages of simple operation and workup and easy scale-up, and does not require dry conditions, an inert atm. or a water scavenger. Mechanistic studies reveal the involvement of imine activation by BF₃ and hydride transfer from formic acid. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Application of 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) 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. 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.Application of 10282-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of 3-cyanocoumarins was written by Czerney, P.;Hartmann, H.. And the article was included in Journal fuer Praktische Chemie (Leipzig) in 1981.Electric Literature of C14H14N2O2 This article mentions the following:

The cyanocoumarins I (R = H, 6-Br, 8-MeO, 7-Me₂N, 7-Et₂N, 7-pyrrolidino, 5,6-benzo) were prepared by cyclization of the benzaldehydes II with H₂NCOCH₂CN to give the coumarincarboxamides III, which were treated with POCl₃-DMF and then hydrolyzed. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Electric Literature of C14H14N2O2).

7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) 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).Electric Literature of C14H14N2O2

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Nitrile – Wikipedia,
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Amphiphilic allylation of activated alkenes by allyl acetates and allylstannanes catalyzed by palladium nanoparticles: an easy access to stereodefined substituted cyclohexene derivatives was written by Adak, Laksmikanta;Bhadra, Sukalyan;Chattopadhyay, Kalicharan;Ranu, Brindaban C.. And the article was included in New Journal of Chemistry in 2011.Recommanded Product: 2-(Anthracen-9-ylmethylene)malononitrile This article mentions the following:

An efficient vicinal double allylation of activated alkenes by allyl acetates and allylstannanes catalyzed by palladium nanoparticles, generated in situ from palladium(ii) chloride, has been demonstrated. Several activated alkenes produce functionalized 1,7-octadiene derivatives in one pot. The additions of substituted allyl acetates are highly regioselective. The Grubbs cyclization of octadiene derivatives gives an easy access to stereodefined substituted cyclohexene derivatives In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Recommanded Product: 2-(Anthracen-9-ylmethylene)malononitrile).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. 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.Recommanded Product: 2-(Anthracen-9-ylmethylene)malononitrile

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Base-Mediated Amination of Alcohols Using Amidines was written by Zhang, Chunyan;Li, Zehua;Chen, Jianbin;Qi, Shuo;Fang, Yanchen;Zhang, Sheng;Ren, Chaoyu;Lu, Fenghong;Liang, Zuyu;Jiang, Shaohua;Jia, Xiaofei;Yu, Shuangming;Zhang, Guoying. And the article was included in Journal of Organic Chemistry in 2020.Synthetic Route of C14H12N2 This article mentions the following:

Novel and efficient base-mediated N-alkylation and amidation of amidines with alcs. have been developed, which can be carried out in one-pot reaction conditions, which allows for the synthesis of a wide range of N-alkyl amines and free amides in good to excellent yields with high atom economy. In contrast to borrowing hydrogen/hydrogen autotransfer or oxidative-type N-alkylation reactions, in which alcs. are activated by transition-metal-catalyzed or oxidative aerobic dehydrogenation, the use of amidines provides an effective surrogate of amines. This circumvents the inherent necessity in N-alkylation of an oxidant or a catalyst to be stabilized by ligands. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Synthetic Route of C14H12N2).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. 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 C14H12N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Engineering a Nanoscale Primary Amide-Functionalized 2D Coordination Polymer as an Efficient and Recyclable Heterogeneous Catalyst for the Knoevenagel Condensation Reaction was written by Markad, Datta;Khullar, Sadhika;Mandal, Sanjay K.. And the article was included in ACS Applied Nano Materials in 2018.Related Products of 55490-87-4 This article mentions the following:

This work reports the design, structural characterization and catalytic behavior of the first example of primary amide- functionalized coordination polymers (CPs), namely {[Cd₂(2-bpbg)(fum)₂(H₂O)₂]·8.5H₂O}_n (1) (where, 2-bpbg = N,N’-bis(2-pyridylmethyl)-1,4-diaminobutane-N,N’-diacetamide and fum = fumarate). CP 1 was synthesized from a one-pot self-assembly of starting materials in methanol under ambient conditions in excellent yield and purity, allowing an easy access to multi-gram quantities of it within few hours. As an example, CP 1 has been used as a highly efficient heterogeneous catalyst in the carbon-carbon bond forming Knoevenagel condensation reaction for the conversion of benzaldehyde to benzylidene malononitrile. CP 1 possesses both Lewis acidic and Bronsted basic character for the presence of unsaturated metal sites and primary amide groups, resp., making it a highly competent bifunctional catalyst for such type of reactions. Surprisingly, 100% conversion was observed using only 2 mol% catalyst within 1 h at 27° in methanol. However, 2 mol% and 3 mol% catalyst loadings but without a solvent gives 93% and 100% conversions, resp., in 1 h at 27°. CP 1 is far better than those reported in the literature so far. To prove the uniqueness and efficiency of the primary amide based ligand, a similar compound with a pyridyl-based ligand was also synthesized, {[Cd₂(tpbn)(fum)₂]·6H₂O}_n (2) (where, tpbn = N’,N’,N”,N”-tetrakis(pyridin-2-ylmethyl)butane-1,4-diamine). Using CP 2 under the same catalyst loading and conditions (2 mol%, 27°, 1 h), only 28% conversion was observed Selective heterogeneous catalytic properties of 1 over 2 are due to the presence of the primary amide moieties and open metal sites. Moreover, CP 1 can easily be separated from the reaction mixture and reused for five consecutive cycles without significant loss of its activity. Both 1 and 2 were fully characterized by elemental anal., IR spectroscopy, TGA and single crystal and powder x-ray diffraction. These crystallize in the triclinic P1 space group, showing their isostructural nature and 3-connected, uninodal {63}-hcb net topol. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Related Products of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) 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.Related Products of 55490-87-4

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Spectrographic method for the detection of active methylene groups and synthesis of several styrene and stilbene derivatives. VI. Amino derivatives of phenylacetonitrile was written by Boyer, Jacqueline;Bruylants, Albert. And the article was included in Bulletin de la Societe Chimique de France in 1958.Product Details of 67197-53-9 This article mentions the following:

The reactivity of m- and p-amino derivatives of PhCH₂CN in condensations with BzH and its p-NMe₂ derivative decreases with decreasing acidity of the CH₂CN group. The order of acidity produced by the following substituents in PhCH₂CN, as determined by comparison of spectra in EtOH and EtONa, is: H ∼ p-Me₃NI ∼ m-Me₃NI ≫ p-NH₂ > m-NH₂ > p-Me₂N ≫ m-Me₂N. Changes in spectra with time in EtONa show that the ionization of the last four of these is slow. The m- and p-NH₂ derivatives react with BzH and p-Me₂NC₆H₄CHO to yield principally the azomethines, but the other compounds give high yields of α-cyanostilbenes after 40 hrs. in alc. EtONa. The following cyanostilbenes, XC₆H₄C(CN):CHC₆H₄Y, were obtained (X, Y, yield, and m.p. are given): p-Me₃NI, H, 85, 175-98° (geometric isomers); p-Me₃NI, p-NMe₂, 87, 195-6.5°; p-Me₂N, H, 87, 136-7°; p-Me₂N, p-NMe₂, 85, 196-7.5°; m-Me₃NI, H, 88, 172-97° (geometric isomers); m-Me₃NI, p-NMe₂, 92, 161-2°; m-Me₂N, H, 90, -; m-Me₂N, p-NMe₂, 88, 117-208°. The p-H₂NC₆H₄CH₂CN and its m-isomer, b₈ 179-80° (HCl salt, m. 199-201°), were prepared by reduction of the corresponding nitro compounds with SnCl₂, quaternized with MeI to the p-Me₃NI, m. 167-8°, and m-Me₃NI, m. 173-4°, derivatives resp., and these were demethylated to p-Me₂NC₆H₄CH₂CN, m. 53.5-55°, and its m-isomer, m. 173-4°, resp. In the experiment, the researchers used many compounds, for example, 2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9Product Details of 67197-53-9).

2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9) 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. 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. Product Details of 67197-53-9

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Nitrile – Wikipedia,
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One-pot synthesis of secondary amines from alcohols and nitroarenes on TiO₂ loaded with Pd nanoparticles under UV irradiation was written by Selvam, Kaliyamoorthy;Sakamoto, Hirokatsu;Shiraishi, Yasuhiro;Hirai, Takayuki. And the article was included in New Journal of Chemistry in 2015.Product Details of 10282-32-3 This article mentions the following:

Photoirradiation (λ > 300 nm) of TiO₂ loaded with Pd nanoparticles (2%, ∼5 nm diameter) in water containing benzyl alc. and nitrobenzene at room temperature successfully produces the corresponding secondary amine (N-benzylaniline) with 96% yield. This is achieved via three consecutive catalytic reactions: (i) photocatalytic oxidation of alc. (aldehyde formation) and reduction of nitrobenzene (aniline formation); (ii) catalytic condensation of the formed aldehyde with aniline on the TiO₂ surface (imine formation); and, (iii) photocatalytic hydrogenation of the formed imine (secondary amine formation). This catalytic system successfully produces several kinds of secondary amines, even those containing reducible substituents such as -CN, -COOH, or -CHO with >76% yields. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Product Details of 10282-32-3).

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

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Optical properties of new fluorescent iminocoumarins: Part 1 was written by Turki, Hamida;Abid, Souhir;Fery-Forgues, Suzanne;El Gharbi, Rachid. And the article was included in Dyes and Pigments in 2006.HPLC of Formula: 51473-74-6 This article mentions the following:

The optical properties of 10 new iminocoumarin dyes, bearing a cyano group at the 3-position, were studied in CH₂Cl₂ by UV/vis absorption and fluorescence spectroscopy. Five of the dyes bear a free imino group, and differ by the nature and position of their electron-donor group. Among them, the dye bearing a diethylamino group at the 7-position displayed the most interesting optical properties. All the compounds were compared to analogs containing an ethoxycarbonyl group on the imino function. The presence of the ethoxycarbonyl group systematically induced a shift of the absorption and emission spectra towards long wavelengths. For the three dyes where charge transfer is weak, substitution reduced fluorescence efficiency. In contrast, the fluorescence quantum yield and lifetime were slightly increased for the compounds with strong charge transfer, and especially for that bearing a diethylamino group at the 7-position. This shows that substitution on the imino group can be a convenient way to obtain good fluorescent probes designed for various purposes. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6HPLC of Formula: 51473-74-6).

7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) 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 addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).HPLC of Formula: 51473-74-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Base-Mediated Amination of Alcohols Using Amidines was written by Zhang, Chunyan;Li, Zehua;Chen, Jianbin;Qi, Shuo;Fang, Yanchen;Zhang, Sheng;Ren, Chaoyu;Lu, Fenghong;Liang, Zuyu;Jiang, Shaohua;Jia, Xiaofei;Yu, Shuangming;Zhang, Guoying. And the article was included in Journal of Organic Chemistry in 2020.Synthetic Route of C14H12N2 This article mentions the following:

Novel and efficient base-mediated N-alkylation and amidation of amidines with alcs. have been developed, which can be carried out in one-pot reaction conditions, which allows for the synthesis of a wide range of N-alkyl amines and free amides in good to excellent yields with high atom economy. In contrast to borrowing hydrogen/hydrogen autotransfer or oxidative-type N-alkylation reactions, in which alcs. are activated by transition-metal-catalyzed or oxidative aerobic dehydrogenation, the use of amidines provides an effective surrogate of amines. This circumvents the inherent necessity in N-alkylation of an oxidant or a catalyst to be stabilized by ligands. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Synthetic Route of C14H12N2).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. 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 C14H12N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts