Tag: M.W=150-200

Ragulin, V. V. published the artcileDouble Arbuzov Reaction. Synthesis of Bis(ω-cyanoalkyl)phosphinic Acids, Synthetic Route of 612-13-5, the publication is Russian Journal of General Chemistry (2019), 89(8), 1728-1730, database is CAplus.

A general method for the synthesis of sym. bis(ω-cyanoalkyl)phosphinic acids from ammonium hypophosphite is proposed. The reaction of bis(trimethylsilyl)hypophosphite generated in situ with the ω-bromoalkylnitrile mol. according to the Arbuzov reaction and the subsequent silylation of the hydrophosphoryl intermediate gives bis(trimethylsilyl)phosphonite. The latter reacts with the 2nd ω-haloalkylnitrile mol. by the Arbuzov reaction with the formation of the 2nd P-C bond.

Russian Journal of General 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, Synthetic Route of 612-13-5.

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

Chen, Wen-Xin published the artcileHighly efficient amination in neat water of benzyl chlorides with dialkylformamides catalyzed by N-heterocyclic carbene-palladium(II)-1-methylimidazole complex, Computed Properties of 612-13-5, the publication is Journal of Chemical Research (2013), 37(10), 611-614, database is CAplus.

N,N-dialkylbenzylamines were synthesized from substituted benzyl chlorides and dialkylformamides in good to almost quant. yields in a eco-friendly solvent, water, in the presence of NHC-Pd(II)-Im complex.

Journal of Chemical Research 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

Fu, Dan published the artcileCopper-mediated trifluoromethylation of 5-iodotriazole with (trifluoromethyl)trimethylsilane promoted by silver carbonate, Quality Control of 612-13-5, the publication is Journal of Fluorine Chemistry (2013), 170-176, database is CAplus.

A novel and mild method for copper-mediated trifluoromethylation of 5-iodotriazole using (trifluoromethyl)trimethylsilane (Me₃SiCF₃) as trifluoromethylating reagent with the assistance of Ag₂CO₃ was developed.

Journal of Fluorine 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, Quality Control of 612-13-5.

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

Liu, Dengyue published the artcileFirst Discovery of Novel Pyrido[1,2-a]pyrimidinone Mesoionic Compounds as Antibacterial Agents, Category: nitriles-buliding-blocks, the publication is Journal of Agricultural and Food Chemistry (2019), 67(43), 11860-11866, database is CAplus and MEDLINE.

Plant bacterial diseases cause tremendous decreases in crop yield and quality, and there is a lack of highly effective and low-risk antibacterial agents. A series of novel pyrido[1,2-a]pyrimidinone mesoionic compounds containing vanillin moieties were synthesized, and the application of these mesoionic compounds as plant antibacterial agents was reported here for the first time. The bioassay results revealed that the mesoionic compounds had good antibacterial activity. Of these compounds, compound (I) showed excellent in vitro activity against Xanthomonas oryzae pv. oryzae, with an EC₅₀ value of 1.1μg/mL, which was substantially better than that of bismerthiazol (92.7μg/mL) and thiodiazole copper (105.4μg/mL). Moreover, greenhouse condition trials indicated that the protective and curative activities of compound I against rice bacterial leaf blight were 75.12% and 72.04%, resp., which were better than those of bismerthiazol (62.24% and 50.83%, resp.) and thiodiazole copper (53.35% and 65.04%, resp.). These results provide a basis for the application of mesoionic vanillin moieties as new antibacterial agents.

Journal of Agricultural and Food 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, Category: nitriles-buliding-blocks.

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

Zhao, Guangkuan published the artcileEfficient synthesis of diarylmethane derivatives by PdCl₂ catalyzed cross-coupling reactions of benzyl chlorides with aryl boronic acids in aqueous medium, Related Products of nitriles-buliding-blocks, the publication is Tetrahedron Letters (2015), 56(48), 6700-6703, database is CAplus.

The research provides a simple and efficient method for preparing diarylmethane derivatives using the cross-coupling reaction of benzyl chlorides and aryl boronic acids catalyzed by palladium chloride in DMF aqueous solution without addnl. ligand.

Tetrahedron 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 C24H26ClNO4, Related Products of nitriles-buliding-blocks.

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

Cai, Shunyou published the artcileNew Approach to Oximes through Reduction of Nitro Compounds Enabled by Visible Light Photoredox Catalysis, Formula: C9H6N2O2, the publication is Organic Letters (2013), 15(11), 2660-2663, database is CAplus and MEDLINE.

A range of nitro compounds are smoothly reduced to their corresponding oximes under the synergistic effects of visible light irradiation, the Ru(bpy)₃Cl₂ photocatalyst, Huenig’s base, Mg(ClO₄)₂ activation, and MeCN solvent. This remarkably mild and environmentally benign protocol, when orchestrated with classical Beckmann rearrangement, enables such high-value industrial feedstock as caprolactam to be readily accessed from simple precursor nitrocyclohexane.

Organic Letters 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, Formula: C9H6N2O2.

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

Li, Hua published the artcileModular Bifunctional Chiral Thioureas as Versatile Organocatalysts for Highly Enantioselective Aza-Henry Reaction and Michael Addition, HPLC of Formula: 5153-73-1, the publication is Advanced Synthesis & Catalysis (2012), 354(11-12), 2264-2274, S2264/1-S2264/57, database is CAplus.

A series of new modular bifunctional chiral thiourea organocatalysts were synthesized from natural Cinchona alkaloids and amino acids, and their performance in the aza-Henry reaction of nitroalkanes to imines, the Michael addition of acetylacetone to nitroolefins and the Michael addition of acetone to nitroolefins was investigated. Under the mild conditions, the important building blocks β-nitro amines and γ-nitro carbonyl compounds could be obtained in good yields (up to 95%) with excellent enantioselectivities (up to 99% ee) and diastereoselectivity (up to 17:1).

Advanced Synthesis & Catalysis 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, HPLC of Formula: 5153-73-1.

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

Lv, Zhiliang published the artcileDesign and synthesis of novel 2′-hydroxy group substituted 2-pyridone derivatives as anticancer agents, Computed Properties of 612-13-5, the publication is European Journal of Medicinal Chemistry (2013), 447-453, database is CAplus and MEDLINE.

The authors have synthesized a series of novel pyridones I [R = Ph, 2-BrC₆H₄, 4-ClC₆H₄, etc.] and evaluated their antitumor activities in vitro. The bioassays showed that the majority of the resultant compounds exerted inhibitory effects on six human cancer cell lines to various extents. Compound I [R = 4-ClC₆H₄] showed the best antitumor activities (IC₅₀ values of A549, HeLa and SW480 cancer cell lines were 0.86±0.17 μM, 0.54±0.23 μM and 0.21±0.13 μM, resp.).

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, Computed Properties of 612-13-5.

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

Jiang, Huanfeng published the artcileA Three-Phase Four-Component Coupling Reaction: Selective Synthesis of o-Chloro Benzoates by KCl, Arynes, CO₂, and Chloroalkanes, Synthetic Route of 612-13-5, the publication is Organic Letters (2019), 21(2), 345-349, database is CAplus and MEDLINE.

Chloroalkyl and benzylic o-chlorobenzoates such as I were prepared by three-phase, four-component coupling reactions of o-trimethylsilylaryl triflates, KCl, CO₂, and dichloroalkanes such as 1,2-dichloroethane or benzylic chlorides, incorporating both chloride and CO₂ simultaneously. I underwent nucleophilic substitution reactions at the alkyl chloride moiety and a Suzuki coupling reaction at its aryl chloride moiety.

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, Synthetic Route of 612-13-5.

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

Chen, Zhen published the artcileTransition-Metal-Free [3 + 2] Cycloaddition of Nitroolefins and Diazoacetonitrile: A Facile Access to Multisubstituted Cyanopyrazoles, Synthetic Route of 5153-73-1, the publication is Organic Letters (2018), 20(7), 2120-2124, database is CAplus and MEDLINE.

Nitroalkenes such as β-nitrostyrenes (E)-RCH:CHNO₂ [R = Ph, 4-MeC₆H₄, 4-MeOC₆H₄, 4-Me₂NC₆H₄, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-F₃CC₆H₄, 4-NCC₆H₄, 3-MeOC₆H₄, 2-MeOC₆H₄, 2-BrC₆H₄, 1-naphthyl, 2-naphthyl, 9-anthracenyl, 2-furyl, 2-thienyl, (E)-R¹CH:CH, PhCC, PhCH₂CH₂, Bu, i-Bu, cyclohexyl; R¹ = Ph, 4-MeOC₆H₄, 2-O₂NC₆H₄] underwent metal-free regioselective [3+2]-cycloaddition reactions with diazoacetonitrile N₂:CHCN either used sep. or generated in situ from aminoacetonitrile hydrochloride with Cs₂CO₃ in THF to give 3-pyrazolecarbonitriles such as I [R = Ph, 4-MeC₆H₄, 4-MeOC₆H₄, 4-Me₂NC₆H₄, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-F₃CC₆H₄, 4-NCC₆H₄, 3-MeOC₆H₄, 2-MeOC₆H₄, 2-BrC₆H₄, 1-naphthyl, 2-naphthyl, 9-anthracenyl, 2-furyl, 2-thienyl, (E)-R¹CH:CH, PhCC, PhCH₂CH₂, Bu, i-Bu, cyclohexyl; R¹ = Ph, 4-MeOC₆H₄, 2-O₂NC₆H₄] in 55-93% yields. The cycloaddition reaction was also performed in tandem with regioselective N-alkylation reactions with MeI or PhCH₂Br to yield 1-methyl- or 1-benzyl-3-pyrazolecarbonitriles in 31-73% yields with 10-48% of the 2-alkyl-3-pyrazolecarbonitrile regioisomers (<25% yields in ten of twelve cases). Diazoacetonitrile is potentially explosive and should be handled with caution.

Organic Letters 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