Month: December 2022

Komeyama, Kimihiro published the artcileThe drastic effect of cobalt and chromium catalysts in the borylation of arylzinc reagents, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Chemical Communications (Cambridge, United Kingdom) (2016), 52(43), 7009-7012, database is CAplus and MEDLINE.

A new synthetic approach to arylboronic esters from arylzinc reagents with boryl electrophiles MeOB(OR)₂ was developed. Also, this protocol could be applied to the cyclization/borylation of alkynylaryl iodides to afford cyclized vinylboronic esters.

Chemical Communications (Cambridge, United Kingdom) 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, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Hirota, Kosaku published the artcileNovel and efficient synthesis of 8-oxoadenine derivatives, Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate, the publication is Heterocycles (2001), 55(12), 2279-2282, database is CAplus.

A novel synthetic method for the preparation of 8-oxoadenine derivatives was reported. This widely applicable synthetic method was realized through the use of 5-amino-2,3-dihydro-2-oxo-1-(phenylmethyl)-1H-imidazole-4-carbonitrile as the key intermediates. A variety of substituents were successfully introduced to the 2- and 9-position of the 8-oxoadenine nucleus.

Heterocycles published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Safety of 2-Aminomalononitrile 4-methylbenzenesulfonate.

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

Hirota, Kosaku published the artcileSynthesis and biological evaluation of 2,8-disubstituted 9-benzyladenines: discovery of 8-mercaptoadenines as potent interferon-inducers, COA of Formula: C10H11N3O3S, the publication is Bioorganic & Medicinal Chemistry (2003), 11(13), 2715-2722, database is CAplus and MEDLINE.

Recently, we have identified 9-benzyl-8-hydroxyadenines bearing an appropriate substituent (a butoxy, propylthio or butylamino group) at the 2-position as potent interferon (IFN)-inducers. Herein we report the design, synthesis, and IFN-inducing activity of 8-substituted 9-benzyladenines possessing such an appropriate substituent at the 2-position. Introduction of the appropriate substituent into the 2-position of the adenine nucleus gave rise to expression of the activity even in 9-benzyladenines bearing no hydroxyl group at the 8-position. An amino group at the 6-position and a hydroxyl or thiol group carrying an acidic proton at the 8-position are required to express excellent IFN-inducing activity. 9-Benzyl-2-butoxy-8-mercaptoadenine indicated the most potent activity with MEC of 0.001 μM.

Bioorganic & Medicinal Chemistry published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, COA of Formula: C10H11N3O3S.

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

Hirota, Kosaku published the artcileEfficient synthesis of 2,9-disubstituted 8-hydroxyadenine derivatives, Quality Control of 5098-14-6, the publication is Organic & Biomolecular Chemistry (2003), 1(8), 1354-1365, database is CAplus and MEDLINE.

An efficient and general method for the synthesis of 2,9-disubstituted 8-hydroxyadenines, e.g. I, which are expected to have various biol. activities, was realized. 5-Amino-4-cyano-2-hydroxyimidazoles, e.g. II, were prepared from aminomalononitrile and isocyanates as key intermediates. The condensation of II with amidines, imidates, guanidine, urea and thioureas afforded 8-hydroxyadenines, e.g. III, possessing various substituents at the 2-position. Furthermore, selective alkylation of 2-amino- and 2-hydroxyadenines (IV and V) successively proceeded to give the corresponding 2-alkylamino- and 2-alkoxyadenines, resp. 2-Alkylthioadenines, e.g. VI, were prepared by an analogous reaction of II with benzoyl isothiocyanate and subsequent S-alkylation. The imidazoles, e.g. II, are most useful intermediates for the synthesis of 8-hydroxyadenine derivatives

Organic & Biomolecular Chemistry published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Quality Control of 5098-14-6.

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

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

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

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

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

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