Tag: 100-200

Condensation of 3-methyl-6-nitrobenzonitrile and 3-methyl-6-nitrobenzamide with benzaldehyde was written by Macovski, Eugen;Georgescu, Julia. And the article was included in Trav. lab. chim. biol., Faculté sci., Univ. Bucarest in 1946.Recommanded Product: 64113-86-6 This article mentions the following:

Nitration of m-MeC₆H₄CN gives a mixture of 3-methyl-6-nitrobenzonitrile (I), m. 92°, and isomeric nitro compounds removable by steam distillation The distillate with KOH-H₂O₂ gives 3-methyl-2-nitrobenzamide (II), m. 192°, and 3-methyl-5-nitrobenzamide (III), m. 166°. Heating II with BzH 2 hrs. at 160° gives N,N’-benzylidenebis(3-methyl-2-nitrobenzamide), m. 243°; III gives N,N’-benzylidenebis(3-methyl-5-nitrobenzamide), m. 235-7°. I with KOH-H₂O₂ gives 3-methyl-6-nitrobenzamide (IV), m. 176-7°, not hydrolyzed by alc. NaOMe at 37°. BzH converts IV into N,N’-benzylidenebis(3-methyl-6-nitrobenzamide), m. 263°. IV with BzH in the presence of piperidine at 160° gives 3-carbamyl-4-nitrostilbene (V), m. 241°; hydrolysis of 3-cyano-4-nitrostilbene by KOH-H₂O₂ and condensation of IV with BzH in the presence of NaOEt at 37° also give V. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6Recommanded Product: 64113-86-6).

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) 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.Recommanded Product: 64113-86-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The [CoN₄(OH)(OH₂)]²⁺ (N₄ = trpn, cyclen and tren) promoted hydrolysis of the phosphotriester 2,4-dinitrophenyl diethyl phosphate was written by Hay, Robert W.;Govan, Norman. And the article was included in Transition Metal Chemistry (Dordrecht, Netherlands) in 1998.Reference of 7528-78-1 This article mentions the following:

The [CoL(OH₂)₂]³⁺ (L = trpn, cyclen and tren) promoted hydrolysis of the phosphotriester 2,4-dinitrophenyl di-Et phosphate to give di-Et phosphate and 2,4-dinitrophenolate was studied in detail over the pH range 3-7.5. The pK values of the various complexes were determined at 25° and I = 0.1 mol dm^-3 by potentiometric titration The pH-rate profiles for the reactions are consistent with the hydroxoaqua complex [CoL(OH)(OH₂)]²⁺ being the active species in the hydrolysis. No evidence for saturation kinetics was obtained and values of k_cat determined at pH 7 and 25° (I = 0.1 mol dm^-3) are 4.24 × 10^-3 dm³ mol^-1 s^-1 (tren) < 3.05 × 10^-2 dm³ mol^-1 s^-1 (cyclen) < 7.5 × 10^-1 dm³ mol^-1 s^-1 (trpn). Studies involving the more reactive phosphonate ester 2,4-dinitrophenyl Et methylphosphonate suggest that the rate-determining step in the reaction is the decomposition of the ternary complex between the Co(III) complex and the phosphotriester. The rate enhancement using 0.01 mol dm^-3 Co(trpn)³⁺ is some 4.6 × 10⁴ fold at pH 7 and 25°. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Reference of 7528-78-1).

3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) 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. 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.Reference of 7528-78-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis, characterization, and antibacterial and anti-inflammatory activities of new pyrimidine and thiophene derivatives was written by Lahsasni, Siham;Al-Hemyari, Dunya A. M.;Ghabbour, Hazem A.;Mabkhoot, Yahia Nasser;Aleanizy, Fadilah S.;Alothman, Asma A.;Almarhoon, Zainab M.. And the article was included in Journal of Chemistry in 2018.Electric Literature of C8H8N2S This article mentions the following:

Substituted[4,5]thieno[2,3-d]thiazolo[3,2-a]pyrimidin-5-ones and pyrimidin-5(6H)-imines, compounds I [X = O, NH; Y = (CH₂)_n; n = 1-3] were synthesized via reaction of the starting compounds, Et 2-amino-substituted[b]thiophene-3-carboxylates and 2-amino-substituted [b]thiophene-3-carbonitriles, resp., with 2-bromothiazole. Synthesis of (bromo-substituted[b]thiophen-2-yl) alkanamides, compds II [R = CN, COOEt; Z = (CH₂)_m; n = 1-3; m = 3, 4] and thieno[2,3-d][1,3]oxazin-4-imine was accomplished via reaction of the starting compounds with bromoalkyl chloride through nucleophilic substitution; however, for the synthesis of this compound, nucleophilic substitution was followed by nucleophilic addition to a nitrile group to form the oxazinimine ring. 1-(3-Cyano-substituted[b]thiophen-2-yl)-3-(4-(trifluoromethyl)phenyl)thioureas, compound III [n = 1-3] were obtained via reaction of the starting compounds and 4-(trifluoromethyl phenyl)isothiocyanate. The lead compounds rapidly reacted with 4-(trifluoromethyl)benzaldehyde or 4-(2-pyridyl)benzaldehyde in acidic medium to yield compounds IV [R¹ = CF₃, 2-pyridyl, n = 1-3] in large quantities. X-ray crystallog. of compounds II [R = CN, n = 3] and IV [R¹ = CF₃, n = 3] confirmed their structures. Antimicrobial studies revealed that compound III [n = 1] was equally potent to ampicillin against Bacillus strains. Moreover, compounds I [X = NH, n = 3], II [R = COOEt, n = 3], and III [n = 1] possessed greater anti-inflammatory potency than that of the standard drug. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Electric Literature of C8H8N2S).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) 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. 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.Electric Literature of C8H8N2S

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Organorhodium-Functionalized Periodic Mesoporous Organosilica: High Hydrophobicity Promotes Asymmetric Transfer Hydrogenation in Aqueous Medium was written by Liu, Rui;Jin, Ronghua;Kong, Lingyu;Wang, Jinyu;Chen, Chen;Cheng, Tanyu;Liu, Guohua. And the article was included in Chemistry – An Asian Journal in 2013.Name: (R)-4-(1-Hydroxyethyl)benzonitrile This article mentions the following:

Three organosilica-bridged periodic mesoporous organosilicas were prepared by the immobilization of a chiral N-sulfonylated diamine-based organorhodium complex within their silicate network. Structural anal. and characterization confirmed their well-defined single-site active rhodium centers, while electron microscopy revealed their highly ordered hexagonal mesostructures. Among these three different organosilica-bridged periodic mesoporous organosilicas, the ethylene-bridged periodic mesoporous organosilica catalyst exhibited excellent heterogeneous catalytic activity and high enantioselectivity in the aqueous asym. transfer hydrogenation of aromatic ketones. This superior catalytic performance was attributed to its salient hydrophobicity, while its comparable enantioselectivity relative to the homogeneous catalyst was derived from the confined nature of the chiral organorhodium catalytic sites. Furthermore, this ethylene-bridged periodic mesoporous organosilica could be conveniently recovered and reused at least 12 times without the loss of its catalytic activity. This feature makes this catalyst attractive for practical organic synthesis in an environmentally friendly manner. This study offers a general way of optimizing the bridged organosilica moiety in periodic mesoporous organosilicas, thereby enhancing its catalytic activity in heterogeneous catalysis. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Name: (R)-4-(1-Hydroxyethyl)benzonitrile).

(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.Name: (R)-4-(1-Hydroxyethyl)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

One-Pot Synthesis of Spirocyclopenta[a]indene Derivatives via a Cascade Ring Expansion and Intramolecular Friedel-Crafts-Type Cyclization was written by Li, Quanzhe;Liu, Jiaxin;Wei, Yin;Shi, Min. And the article was included in Journal of Organic Chemistry in 2020.Safety of 2-Amino-4-(trifluoromethyl)benzonitrile This article mentions the following:

A one-pot efficient synthetic approach for the rapid construction of spirocyclopenta[a]indene derivatives has been developed via an iodine-initiated cascade ring expansion and intramol. Friedel-Crafts-type cyclization from propargyl alc.-tethered alkylidenecyclobutanes under mild conditions with broad substrate scope. This cascade process can be elegantly conducted on a gram scale. A plausible reaction mechanism has been proposed on the basis of a series of deuterium labeling and control experiments In the experiment, the researchers used many compounds, for example, 2-Amino-4-(trifluoromethyl)benzonitrile (cas: 1483-54-1Safety of 2-Amino-4-(trifluoromethyl)benzonitrile).

2-Amino-4-(trifluoromethyl)benzonitrile (cas: 1483-54-1) 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. 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.Safety of 2-Amino-4-(trifluoromethyl)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis and x-ray crystal structure of four μ₂-phenoxy oxygen bridged macrocyclic binuclear cadmium(II) complexes with pendant arms was written by Xu, Xin-You;Meng, Qing-Guo;Luo, Qin-Hui;Shen, Meng-Chang;Hung, Xiao-Yun;Wu, Qiang-Jin. And the article was included in Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry in 1997.Application In Synthesis of 3,3′,3”-Nitrilotripropanenitrile This article mentions the following:

Four binuclear Cd(II) macrocyclic complexes were synthesized by [2+2] Schiff base condensation of tris(3-aminopropyl)amine (trpn) with sodium 2,6-diformyl-4-R-phenolate (R = CH₃, L¹; R = CH₃O, L²; R = Br, L³; R = Cl, L⁴) in the presence of Cd(ClO₄)₂·6H₂O. The crystal structure of [Cd₂L²](ClO₄)₂·0.5MeOH was determined by x-ray diffraction. The crystal is triclinic, space group P1̅, a 10.455(6), b 11.451(4), c 20.130(6) Å, Z = 2, α 105.75(3), β 82.84(3), γ 97.21(3)°, R = 0.052, R_w = 0.064. The crystal structure, spectral characterization and molar conductivity show that two Cd(II) ions are bridged by two μ₂-phenoxy O atoms. Each Cd(II) atom is located in a N₄O₂ coordination environment. The coordination geometry around the Cd(II) is a distorted octahedron. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Application In Synthesis of 3,3′,3”-Nitrilotripropanenitrile).

3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. 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. Application In Synthesis of 3,3′,3”-Nitrilotripropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Basicity of some amines in acetonitrile was written by Peips, M.;Koppel, U.;Pihl, V.;Koppel, I.. And the article was included in Reaktsionnaya Sposobnost Organicheskikh Soedinenii in 1976.Application of 7528-78-1 This article mentions the following:

The pKBH+ values of several amines in MeCN were linearly correlated with the Taft σ* constants when a factor taking into account the primary, secondary, or tertiary nature of the amine was used. Although the pKBH+ values in MeCN and in H2O differed by 5-8 orders of magnitude, the amines exhibited comparable sensitivity to structural effects in these solvents. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Application of 7528-78-1).

3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) 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. 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.Application of 7528-78-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Efficient New Protocols for Converting Primary Amides into Nitriles Initiated by P(NMe₂)₃, PCl₃, or P(OPh)₃ was written by Talbi, Imen;Efrit, Mohamed Lotfi;Touil, Soufiane. And the article was included in ACS Omega in 2018.Computed Properties of C8H8N2S This article mentions the following:

Three efficient and high-yielding procedures have been developed for the conversion of primary amides into nitriles, mediated by hitherto unexplored P(NMe₂)₃, PCl₃, or P(OPh)₃. The reactions were conducted under operationally simple and mild conditions and displayed broad substrate scope and good functional group tolerance. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Computed Properties of C8H8N2S).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) 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. 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.Computed Properties of C8H8N2S

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Efficient three-component Gewald reactions under Et₃N/H₂O conditions was written by Abaee, M. Saeed;Cheraghi, Somayeh. And the article was included in Journal of Sulfur Chemistry in 2014.Safety of 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile This article mentions the following:

In a medium consisting of triethylamine and water, α-methylene ketones undergo room temperature Gewald reactions with elemental sulfur and Et cyanoacetate (or malononitrile) to yield 2-aminothiophene derivatives efficiently within short time periods. Because of the high polarity of the medium, products precipitate in the reaction mixtures spontaneously. This makes isolation of the products easy by simple filtration and avoids cumbersome chromatog. separations Mechanistic studies suggest that the reactions proceed via a Knoevenagel condensation pathway. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Safety of 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile).

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. 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.Safety of 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis and Antiprotozoal Activity of Cationic 1,4-Diphenyl-1H-1,2,3-triazoles was written by Bakunov, Stanislav A.;Bakunova, Svetlana M.;Wenzler, Tanja;Ghebru, Maedot;Werbovetz, Karl A.;Brun, Reto;Tidwell, Richard R.. And the article was included in Journal of Medicinal Chemistry in 2010.Reference of 60979-25-1 This article mentions the following:

Novel dicationic triazoles, e.g. I and II, were synthesized by the Pinner method from the corresponding dinitriles, prepared via the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC). The type and the placement of cationic moieties as well as the nature of aromatic substituents influenced in vitro antiprotozoal activities of dicationic triazoles against Trypanosoma brucei rhodesiense, Plasmodium falciparum, and Leishmania donovani and their cytotoxicity for mammalian cells. Eight congeners displayed antitrypanosomal IC₅₀ values below 10 nM. Thirty-nine dications were more potent against P. Falciparum than pentamidine (IC₅₀ = 58 nM), and eight analogs were more active than artemisinin (IC₅₀ = 6 nM). Diimidazoline II exhibited antiplasmodial IC₅₀ value of 0.6 nM. Seven congeners administered at 4 × 5 mg/kg by the i.p. route cured at least three out of four animals in the acute mouse model of African trypanosomiasis. At 4 × 1 mg/kg, diamidine I displayed better antitrypanosomal efficacy than melarsoprol, curing all infected mice. 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. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. 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. Reference of 60979-25-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts