Category: nitriles-buliding-blocks

Jagadeesh, Rajenahally V. published the artcile‘Nanorust’-catalyzed Benign Oxidation of Amines for Selective Synthesis of Nitriles, Related Products of nitriles-buliding-blocks, the publication is ChemSusChem (2015), 8(1), 92-96, database is CAplus and MEDLINE.

The selective and environmentally benign oxidative conversion of primary amines for the synthesis of structurally diverse aromatic, aliphatic and heterocyclic nitriles using a reusable ‘nanorust’ (nanoscale Fe₂O₃)-based catalysts applying mol. oxygen is reported.

ChemSusChem published new progress about 261951-87-5. 261951-87-5 belongs to nitriles-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Nitrile,Benzene,Ether, name is 4-Methoxy-3-(trifluoromethyl)benzonitrile, and the molecular formula is C9H6F3NO, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Wendt, Ola F. published the artcileAcetonitrile and propionitrile exchange at palladium(II) and platinum(II), COA of Formula: C10H12F6N4O6PdS2, the publication is Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1997), 4733-4738, database is CAplus.

Ligand exchange at square-planar [Pd(MeCN)₄]²⁺ and [Pd(EtCN)₄]²⁺ has been studied by ¹H NMR line broadening and at [Pt(MeCN)₄]²⁺ and [Pt(EtCN)₄]²⁺ by isotopic labeling using ¹H NMR spectroscopy in deuterated nitromethane. Exchange takes place via two-term rate laws R_ex/4 = (k₁ + k₂[RCN])c_M with well defined k₁ paths. Rate constants per co-ordination site k₁²⁹⁸/s^-1, k₂²⁹⁸/kg mol^-1 s^-1 are 6.9 ± 1.6, 34 ± 3; 0.59 ± 0.12, 34 ± 3; 10.7 ± 1.8, 35 ± 4; (5.1 ± 2.3) × 10^-6, (2.8 ± 0.2) × 10^-5 and (5.5 ± 1.0) × 10^-6, (3.3 ± 0.2) × 10^-5 for [Pd(MeCN)₄][CF₃SO₃]₂, [Pd(MeCN)₄][BF₄]₂, [Pd(EtCN)₄][CF₃SO₃]₂, [Pt(MeCN)₄][CF₃SO₃]₂ and [Pt(EtCN)₄][CF₃SO₃]₂, resp. For [Pd(MeCN)₄]²⁺ the k₁ path is much larger for triflate than for tetrafluoroborate as counter ion. Changing the tetrafluoroborate concentration has no effect on the exchange rate of acetonitrile at [Pd(MeCN)₄]²⁺. In this case the k₁ path is ascribed to an attack by solvent at the metal center. For triflate saturation kinetics is observed This can be rationalized in terms of ion-pair formation followed by reversible intramol. exchange of nitrile for triflate within the ion pair, with an equilibrium constant K_ip³⁰⁰ = 8 ± 2 kg mol-¹ and a rate constant k³⁰⁰ = 12.5 ± 1.3 s^-1. All activation entropies are neg., indicating associative activation. A new, simple one-step synthesis of the substrate complexes as their triflate salts, using [M(acac)₂] (acac = acetylacetonate) as starting material, and of [Pd(MeCN)₄][BF₄]₂ using palladium(II) acetate, is described.

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C25H29N9O3, COA of Formula: C10H12F6N4O6PdS2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Ozawa, Jun published the artcileSilver-Catalyzed C(sp³)-H Chlorination, Name: 2-(Chloromethyl)benzonitrile, the publication is Organic Letters (2017), 19(6), 1430-1433, database is CAplus and MEDLINE.

A silver-catalyzed chlorination of benzylic, tertiary, and secondary C(sp³)-H bonds was developed. The reaction proceeded with as low as 0.2 mol % catalyst loading at room temperature under air atm. with synthetically useful functional group compatibility. The regioselectivity and reactivity tendencies suggest that the chlorination proceeded through a radical pathway, but an intermediate alkylsilver species cannot be ruled out.

Organic Letters published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Name: 2-(Chloromethyl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Fang, Zengjun published the artcileSynthesis and Biological Evaluation of a Series of 2-((1-substituted-1H-1,2,3-triazol-4-yl)methylthio)-6-(naphthalen-1-ylmethyl)pyrimidin-4(3H)-one As Potential HIV-1 Inhibitors, Computed Properties of 612-13-5, the publication is Chemical Biology & Drug Design (2015), 86(4), 614-618, database is CAplus and MEDLINE.

A series of (arylmethyl)(arylmethyltriazolylmethylthio)dihydropyrimidinones I (R = 1-naphthalenyl, 2,6-dichlorophenyl; R¹ = H, I, Me; R² = Ph, 4-FC₆H₄, 4-MeOC₆H₄, 4-H₂NCOC₆H₄, 2-NCC₆H₄, 2-MeC₆H₄, 4-H₂NSO₂C₆H₄) were synthesized using copper-catalyzed azide-alkyne cycloadditions and evaluated as inhibitors of HIV-1. Among them, the most active HIV-1 inhibitor was compound I (R = 2,6-dichlorophenyl; R¹ = Me; R² = 4-H₂NSO₂C₆H₄), which exhibited similar HIV-1 inhibitory potency (EC₅₀ = 3.22 U+03BCM) compared with 3TC (EC₅₀ = 2.24 U+03BCM). None of these compounds demonstrated inhibition against HIV-2 replication. The preliminary structure-activity relationship (SAR) of these new derivatives was discussed briefly.

Chemical Biology & Drug Design published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Computed Properties of 612-13-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Li, Hui published the artcileSynthesis and evaluation of the anticonvulsant activity of 9-alkyl-2,9-dihydro-3H-1,2,4-triazolo[4,3-a]benzimidazole-3-one derivatives, Category: nitriles-buliding-blocks, the publication is Latin American Journal of Pharmacy (2015), 34(1), 5-12, database is CAplus.

A series of novel benzimidazole derivatives I [R = Pr, Bu, benzyl, etc.] were synthesized via reaction of 2-chloro-N-substituted-benzimidazole II with Me hydrazinocarboxylate. The synthesized compounds were screened for their in vivo anticonvulsant activity and neurotoxicity(NT) by maximal electroshock test(MES) and rotarod test. Among the synthesized compounds, I [R = 2,6-Cl₂C₆H₃CH₂] was the most active compound with a median ED (ED₅₀) of 31.69 mg/kg, a median toxicity dose (TD₅₀) > 350 mg/kg, and the protective index (PI) > 11.04 by i.p. administration in the mice. Meanwhile, compound I [R = 2,6-Cl₂C₆H₃CH₂] exhibited ED₅₀ values of 44.01 mg/kg and the PI values of 31.6 by oral administration.

Latin American Journal of Pharmacy published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Mlynarski, Scott N. published the artcileDirect Stereospecific Amination of Alkyl and Aryl Pinacol Boronates, HPLC of Formula: 238088-16-9, the publication is Journal of the American Chemical Society (2012), 134(40), 16449-16451, database is CAplus and MEDLINE.

The direct amination of alkyl and aryl pinacol boronates is accomplished with lithiated methoxyamine. This reaction directly provides aliphatic and aromatic amines, stereospecifically, and without preactivation of the boronate substrate.

Journal of the American Chemical Society published new progress about 238088-16-9. 238088-16-9 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Aliphatic cyclic hydrocarbon,Boronic Acids,Boronate Esters, name is 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)butanenitrile, and the molecular formula is C10H18BNO2, HPLC of Formula: 238088-16-9.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Delaney, Connor P. published the artcilePotassium Trimethylsilanolate Enables Rapid, Homogeneous Suzuki-Miyaura Cross-Coupling of Boronic Esters, Related Products of nitriles-buliding-blocks, the publication is ACS Catalysis (2020), 10(1), 73-80, database is CAplus and MEDLINE.

Herein, a mild and operationally simple method for the Suzuki-Miyaura cross-coupling of boronic esters is described. Central to this advance is the use of the organic-soluble base, potassium trimethylsilanolate, which allows for a homogeneous, anhydrous cross-coupling. The coupling proceeds at a rapid rate, often furnishing products in quant. yield in less than 5 min. By applying this method, a >10-fold decrease in reaction time was observed for three published reactions which required >48 h to reach satisfactory conversion.

ACS Catalysis published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Tominaga, Yoshinori published the artcileSynthesis of 4-(methylthio)-2(1H)-pyridone derivatives using ketene dithio acetals, Quality Control of 57663-05-5, the publication is Journal of Heterocyclic Chemistry (1987), 24(5), 1325-31, database is CAplus.

Reaction of active methylene compounds with ketene dithioacetals, (MeS)₂C:C(CN)₂ and (MeS)₂C:C(CN)CONH₂ gave cyanomethylthiopyridone I [R = Me, CH₂CH₂CO₂H, (un)substituted Ph; R¹ = H, Me, Ac, CO₂Et, CH₂CO₂H; RR¹ = (CH₂)₄]. The transformation of 4-methylthiooxopyrancarbonitriles II (R² = Ph, C₆H₄Br-4, C₆H₄OMe-4, Me, styryl) into I was also described.

Journal of Heterocyclic Chemistry published new progress about 57663-05-5. 57663-05-5 belongs to nitriles-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Tetrahydropyrimidins, name is 6-Methyl-4-(methylthio)-2-oxo-1,2-dihydropyridine-3-carbonitrile, and the molecular formula is C11H16BNO3, Quality Control of 57663-05-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Kodama, Koichi published the artcileCyanative self-condensation of aromatic aldehydes promoted by VO(OⁱPr)₃-Lewis base as a cooperative catalyst, Application of 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, the publication is Organic & Biomolecular Chemistry (2012), 10(47), 9440-9446, database is CAplus and MEDLINE.

In the presence of oxovanadium triisopropoxide and an amine such as 4-dimethylaminopyridine, aromatic aldehydes underwent self-condensation with trimethylsilyl cyanide under an oxygen atm. in acetonitrile to give α-cyanobenzyl benzoates RCH(CN)OCOR (R = Ph, 2-ClC₆H₄, 3-ClC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-MeC₆H₄, 2-MeOC₆H₄, 3-MeOC₆H₄, 4-MeOC₆H₄) (I) in 28-81% conversions and with 93:7-99:1 chemoselectivity for the cyanobenzyl benzoates over the corresponding cyanohydrins. A variety of Lewis base additives acted as cocatalysts for the reaction; reactions performed under nitrogen gave similar conversions but reduced selectivities for cyanobenzyl benzoates. The choice of solvent also altered chemoselectivity significantly. When (R)-PhCHMeNMe₂ was used as a Lewis basic cocatalyst, (S)-I (R = 4-ClC₆H₄) was obtained in 61% conversion, 99:1 chemoselectivity, and 8% ee.

Organic & Biomolecular Chemistry published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, Application of 2-(2-Chlorophenyl)-2-hydroxyacetonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Melent’eva, T. A. published the artcilePolarographic reduction of hydrobromides of dipyrrylmethenes, Related Products of nitriles-buliding-blocks, the publication is Zhurnal Obshchei Khimii (1972), 42(10), 2274-9, database is CAplus.

In I (R = Me, Et, CO2Et, NO2, CN, Ac, CH2CO2H), prepared by heating 2-formyl-3-acetyl-4-methyl-5-carbethoxypyrrole and pyrroles unsubstituted in the 2-position in the presence of HBr, the polarog. curves show a linear relation between halfwave potentials and the substituent constants The transmission of the substituent effect in the β-position with respect to dipyrrolylmethene chromophore occurs mainly through resonance. MeCOCH2CO2Et in AcOH, treated with aqueous NaNO2 and AcOH, followed by Zn dust and Et levulinate, gave 10% 2,4-dimethyl-3-carbethoxymethyl-5-carbethoxypyrrole, which with aqueous alc. NaOH gave the free dicarboxylic acid. The latter was heated with ethanolamine at 150° to give 2,4-dimethyl-3-carboxymethylpyrrole in 50% yield.

Zhurnal Obshchei Khimii published new progress about 26187-28-0. 26187-28-0 belongs to nitriles-buliding-blocks, auxiliary class Pyrrole,Nitrile, name is 2,4-Dimethyl-1H-pyrrole-3-carbonitrile, and the molecular formula is C7H8N2, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts