Category: nitriles-buliding-blocks

Xu, Xin-Gang published the artcileHeat Capacity and Enthalpy of Formation of Trimethyl Phosphite, 2-Chloromethylbenzonitrile, and 2-Dimethylphosphonomethylbenzonitrile, Product Details of C8H6ClN, the publication is Journal of Chemical & Engineering Data (2007), 52(4), 1189-1194, database is CAplus.

The heat capacities, C_p, of tri-Me phosphite, 2-dimethylphosphonomethylbenzonitrile, and 2-chloromethylbenzonitrile were measured with an adiabatic calorimeter, and the standard enthalpies of formation, Δ_fH^o(298.15 K) (l or cr), for the three substances were calculated For this purpose, C_p(T) values of tri-Me phosphite and 2-dimethylphosphonomethylbenzonitrile are measured in the temperature range from (298.15 to 350.32) K, and the C_p(T) curves of 2-chloromethylbenzonitrile are also obtained for the crystal (300.35 to 329.00 K) and the liquid (337.26 to 372.45 K), resp. The deviation of exptl. heat capacities from the corresponding smoothed values lies within ± 1.5 %. A fusion transition phenomenon is found from the C_p(T) curves of 2-chloromethylbenzonitrile, and the enthalpy of fusion is measured with a differential scanning calorimeter (DSC). The gas-phase standard enthalpies of formation, Δ_fH^o(g, 298.15 K), of the three compounds are evaluated by the Benson group additive method. The critical temperature T_c, critical pressure P_c, and enthalpy of vaporization Δ_vapH^o of the compounds are also calculated by different group additive methods. On the basis of the above data, the values of Δ_fH^o(l, 298.15 K) of tri-Me phosphate and 2-dimethylphosphonomethylbenzonitrile and of Δ_fH^o(cr, 298.15 K) of 2-chloromethylbenzonitrile are estimated A thermochem. cycle including a chem. reaction is designed to examine the reliability of the values by measuring the heat of reaction. The result shows that the enthalpies of formation, Δ_fH^o(298.15 K) (l or cr), for the three substances are acceptable.

Journal of Chemical & Engineering Data 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 C4H6O3, Product Details of C8H6ClN.

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

Chen, Wenmin published the artcileDesign, synthesis and biological evaluation of N₂,N₄-disubstituted-1,1,3-trioxo-2H,4H-pyrrolo[1,2-b][1,2,4,6]thiatriazine derivatives as HIV-1 NNRTIs, Name: 2-(Chloromethyl)benzonitrile, the publication is Bioorganic & Medicinal Chemistry (2013), 21(22), 7091-7100, database is CAplus and MEDLINE.

A series of N₂,N₄-disubstituted-1,1,3-trioxo-2H,4H-pyrrolo[1,2-b][1,2,4,6]thiatriazine derivatives (PTTDs, I, X = H, F, Cl, Br; R = PhCH₂, 2-cyanobenzyl, CH₂CN, allyl, etc.) was designed and synthesized by a facile route. The biol. assay results showed that the five most potent compounds displayed inhibitory activity against HIV-1 at low micromolar concentrations (EC₅₀ = 5.1-8.9 μM). Structure-activity relationship anal. indicated that N₂-(3-halogenated-benzyl) analogs were more potent than N₂-(unsubstituted-benzyl) analogs. The N₄-substitutions contributed to the antiviral activity in the following order: 2-/3-cyano substituted benzyl > 2-/3-halogenated benzyl > non-substituted benzyl > 4-halogenated benzyl. Docking studies revealed the binding conformation of these compounds and provided critical insights for the further development of PTTD analogs.

Bioorganic & Medicinal Chemistry 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

Chen, Xuwang published the artcileSynthesis and biological evaluation of piperidine-substituted triazine derivatives as HIV-1 non-nucleoside reverse transcriptase inhibitors, Application In Synthesis of 612-13-5, the publication is European Journal of Medicinal Chemistry (2012), 60-66, database is CAplus and MEDLINE.

A novel series of piperidine-substituted triazine derivatives I(Y = NHMe, MeO, R = 4-F, 4-NO₂, 4-MeO, 4-CN, 3-CN, 2-CN, H) and II(Y = NHMe, MeO, R = 4-NO₂, 4-CO₂H, 4-OH, H) have been synthesized and evaluated for anti-HIV activities in MT-4 cells. Most compounds displayed extremely promising activity against wild-type HIV-1 with EC₅₀ values in low nanomolar concentration, better than that of Nevirapine, Delavirdine, Zidovudine and Dideoxycitidine, and higher potency towards the resistant mutant strain K103N/Y181C than that of Nevirapine and Delavirdine. Selected compounds were also assayed against reverse transcriptase with lower IC₅₀ values than that of Nevirapine. The structure-activity relationship (SAR) of these novel structural congeners was also discussed.

European Journal of Medicinal Chemistry 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, Application In Synthesis of 612-13-5.

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

Zhao, Xuelian published the artcileSynthesis and biological evaluation of isatin derivatives containing 1,3,4-thiadiazole as potent a-glucosidase inhibitors, Name: 2-(Chloromethyl)benzonitrile, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 128447, database is CAplus and MEDLINE.

A series of isatin derivatives containing 1,3,4-thiadiazole derivatives I [R = 2-F, 3-CN, 4-Cl, etc.] were designed and synthesized. All newly synthesized compounds I were evaluated for their α-glucosidase inhibitory activity with resveratrol as pos. control in-vitro. Except for compounds I [R = 2-CN, 3-CN], all of the compounds I showed a potent inhibitory activity against α-glucosidase with IC₅₀ values in the range of 3.12 ± 1.25 to 45.95 ± 1.26μM and the purity of these compounds were greater than 95%. The IC₅₀ values were being compared to the standard resveratrol (IC₅₀ = 22.00 ± 1.15μM) and it was found that compounds I [R = H, 2-F, 2-Cl, 3-Cl, 4-Cl, 2-Br] were found to be more active than resveratrol. Specifically,I [R = 4-Cl] exhibited the most potent α-glucosidase inhibitory activity with IC₅₀ value of 3.12 ± 1.25μM. The kinetic anal. revealed that compound I [R = 4-Cl] was noncompetitive inhibitor. Structure activity relationship was established for all compounds I. Furthermore, the binding interactions of compound I [R = 4-Cl] with the active site of α-glucosidase were confirmed through mol. docking. This study was identified a new class of potent α-glucosidase inhibitors for further investigation.

Bioorganic & Medicinal Chemistry 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 C3H5F3O, Name: 2-(Chloromethyl)benzonitrile.

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

Bai, Zhushuang published the artcileA vinylogous Michael reaction of 2-furanone dimers with α,β-unsaturated nitroolefins for constructing chiral γ,γ-disubstituted butenolides, Synthetic Route of 5153-73-1, the publication is Organic Chemistry Frontiers (2020), 7(19), 2910-2915, database is CAplus.

An efficient bifunctional thiourea-catalyzed asym. vinylogous Michael addition of 2-furanone dimers to α,β-unsaturated nitroolefins was developed to afford functional chiral γ,γ-disubstituted butenolides I [R¹ = i-Pr, 2-furyl, Ph, etc.; R² = Me, Et, n-Pr; R³ = Me, Et] in good yields (up to 95%) with good to excellent stereoselectivity (up to >20:1 dr, 99% ee). DFT calculations were carried out to explain the high stereoselectivity.

Organic Chemistry Frontiers published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Synthetic Route of 5153-73-1.

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

Chen, Wen-Xin published the artcileBase-promoted N-alkylation using formamides as the N-sources in neat water, Computed Properties of 612-13-5, the publication is Tetrahedron (2014), 70(4), 880-885, database is CAplus.

An efficient catalyst-free, alternative method for the C-N bond formation reaction of alkyl electrophiles using formamides as the N-sources was achieved under mild conditions. The reaction possesses the advantages of a broad range of substrates scope and wide functional group tolerance. It should also be noted that this process was performed using the environmentally benign water as the sole solvent, and high yield can also be achieved in ten-gram scale.

Tetrahedron 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

Duong, Hung A. published the artcileCobalt-Catalyzed Cross-Coupling Reactions of Arylboronic Esters and Aryl Halides, Application of 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Organometallics (2017), 36(22), 4363-4366, database is CAplus.

An efficient cobalt catalyst system for the Suzuki-Miyaura cross-coupling reaction of arylboronic esters and aryl halides has been identified. In the presence of cobalt(II)/terpyridine catalyst and potassium methoxide, a diverse array of (hetero)biaryls have been prepared in moderate to excellent yields.

Organometallics 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, Application of 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Chen, Xiang-Yu published the artcileCatalytic MBH reaction of β-substituted nitroalkenes with azodicarboxylates, Name: (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Organic & Biomolecular Chemistry (2013), 11(34), 5722-5726, database is CAplus and MEDLINE.

An unprecedented N-heterocyclic carbene (NHC) catalyzed Morita-Baylis-Hillman (MBH) reaction of β-substituted nitroalkenes and azodicarboxylates has been developed. Both β-aryl and β-alkyl nitroalkenes worked well for the reaction using 5 mol% of NHC catalyst, giving the desired α-hydrazino-α,β-unsaturated nitroalkenes in good to excellent yields. E.g., in presence of NHC catalyst (I) and DMAP, Morita-Baylis-Hillman reaction of (E)-PhCH:CHNO₂ and DEAD gave 91% II.

Organic & Biomolecular Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Name: (E)-4-(2-Nitrovinyl)benzonitrile.

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

Lei, Zhen-lin published the artcileSynthesis with solvent-free and antifungal activities of 6-ether coumarin derivatives, Application In Synthesis of 612-13-5, the publication is Nongyao (2015), 54(10), 724-726, 743, database is CAplus.

2-Methyl-4-benzenediol was reacted with Et acetoacetate via Pechmann condensation to yield 6-hydroxy-4,7-dimethyl-coumarin, then the coumarin grinded with substituted benzyl chloride without solvent to yield twelve title compounds 4a-4l. The structure of the compounds were confirmed by ¹H NMR and LC-MS. The preliminary bioassay indicated some compounds, such as 4b, 4c and 4e, displayed over 90% antifungal activities against Botryodiplodia theobromae at 100 mg/L.

Nongyao 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, Application In Synthesis of 612-13-5.

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

Li, Ninglin published the artcileCobalt-Catalyzed Protodeboronation of Aryl and Vinyl Boronates, Formula: C12H14BNO2, the publication is Journal of Organic Chemistry (2021), 86(2), 1972-1979, database is CAplus and MEDLINE.

An efficient cobalt-based catalytic system for protodeboronation of various aryl and vinyl boronates ArR [R = 5,5-dimethyl-1,3,2-dioxaborinan-2-yl, tetramethyl-1,3,2-dioxaborolan-2-yl, 1,3,2-dioxaborolan-2-yl, 4-oxo-1,2,3,4-tetrahydro-1,3,2-benzodiazaborinin-2-yl; Ar = 4-chlorophenyl, 4-(9H-carbazol-9-yl)benzen-1-yl, anthracen-2-yl, etc.]/(E/Z)-Ar¹CH=C(R¹)R² (Ar¹ = 4-bromophenyl, 1-benzothiophen-2-yl, pyridin-2-yl, etc.; R¹ = H, Ph, tetramethyl-1,3,2-dioxaborolan-2-yl; R² = Ph, 5,5-dimethyl-1,3,2-dioxaborinan-2-yl, tetramethyl-1,3,2-dioxaborolan-2-yl) is described. The reaction is capable of tolerating a wide range of functional groups. The reaction is also extended to deuterodeboronation with D₂O, which provides a potential protocol for the synthesis of regiospecifically deuterated arenes and olefins R³D [R³ = 4-phenylphenyl, 3-(4-cyanophenyl)prop-1-en-1-yl, 4-(9H-carbazol-9-yl)benzen-1-yl, 2-(4-([6,7-bis(2-methoxyethoxy)quinazolin-4-yl]amino)phenyl)ethenyl, etc.].

Journal of Organic Chemistry 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, Formula: C12H14BNO2.

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