Tag: M.W=150-200

Wurz, Gerald; Hofer, Otmar; Greger, Harald published the artcile< Structure and synthesis of phenaglydon, a new quinolone derived phenanthridine alkaloid from Glycosmis cyanocarpa>, Safety of 2-Chloro-4-methylbenzonitrile, the main research area is phenaglydon phenanthridine alkaloid Glycosmis structure; schinifoline Glycosmis.

A novel quinolone derived alkaloid of the phenanthridine type, phenaglydon (I), has been isolated from the lipophilic leaf extract of Glycosmis cyanocarpa (Rutaceae) together with schinifoline (II), a prenylated 2-quinolinone characterized by a diene grouping in the side chain. Both structures have been elucidated on spectroscopic evidence. In the case of phenaglydon the proposed structure has addnl. been confirmed by synthesis. The co-occurrence of these alkaloids suggests close biogenetic connections between the two compounds

Natural Product Letters published new progress about Glycosmis cyanocarpa. 21423-84-7 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H6ClN, Safety of 2-Chloro-4-methylbenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Gore, Babasaheb Sopan; Kuo, Chiao-Ying; Garkhedkar, Amol Milind; Chang, Yu-Lun; Wang, Jeh-Jeng published the artcile< Metal-Free Solvent/Base-Switchable Divergent Synthesis of Multisubstituted Dihydrofurans>, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is ketonitrile cyclization; dihydropyran preparation.

A general protocol for the synthesis of multisubstituted 2,3-dihydrofuran-2-carbonitriles and 4,5-dihydrofuran-3-carbonitriles was demonstrated under a metal-free regime with the same oxidant, TBHP. By simply switching the reaction solvent and base, the reaction proceeds via two pathways. An unexpected -CN group migration rearrangement and hydroxylation have occurred in nonpolar and polar solvents, resp., under the reported conditions. Furthermore, the source of the hydroxyl group and hydrogen in the reaction is indirectly confirmed with isotope labeling studies.

Organic Letters published new progress about Crystal structure. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhou, Chao; Diao, Pinhui; Li, Xiaoji; Ge, Yanqin; Guo, Cheng published the artcile< Facile photochemical synthesis of α-ketoamides and quinoxalines from amines and benzoylacetonitrile under mild conditions>, Computed Properties of 21667-62-9, the main research area is acyl acetonitrile amine photochem oxidative coupling reaction; ketoamide preparation; phenylenediamine acyl acetonitrile photochem cyclocondensation reaction; arylquinoxaline carbonitrile preparation.

A selective protocol for the synthesis of either α-ketoamides or quinoxaline derivatives under the same reaction conditions was achieved simply by varying substitution number of amino-groups. The method features metal-free, room temperature and broad substrate scope as well as no extra oxidant. This process applied to various substituent groups and provided products in moderate to good yield. Finally, a rational mechanism was proposed.

Chinese Chemical Letters published new progress about Amides, oxo Role: SPN (Synthetic Preparation), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Computed Properties of 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Le; Wang, Gary T.; Wang, Xilu; Tong, Yunsong; Sullivan, Gerry; Park, David; Leonard, Nicholas M.; Li, Qun; Cohen, Jerry; Gu, Wen-Zhen; Zhang, Haiying; Bauch, Joy L.; Jakob, Clarissa G.; Hutchins, Charles W.; Stoll, Vincent S.; Marsh, Kennan; Rosenberg, Saul H.; Sham, Hing L.; Lin, Nan-Horng published the artcile< Design, Synthesis, and Biological Activity of 4-[(4-Cyano-2-arylbenzyloxy)-(3-methyl-3H-imidazol-4-yl)methyl]benzonitriles as Potent and Selective Farnesyltransferase(FTase) Inhibitors>, Recommanded Product: Methyl 5-cyano-2-methylbenzoate, the main research area is farnesylation Ras protein cyano aryl benzyloxy methylimidazolylmethyl benzonitrile preparation; benzamide cyano cyanophenyl methylimidazolylmethoxymethyl preparation farnesyltransferase inhibitor; farnesyltransferase inhibitor cyano aryl benzyloxy methylimidazolylmethyl benzonitrile preparation; pharmacophore farnesyltransferase inhibitor cyano aryl benzyloxy methylimidazolylmethyl benzonitrile preparation; crystal structure cyanophenyl methylimidazolylmethoxymethyl biphenylcarbonitrile farnesyltransferase complex preparation; mol structure cyanophenyl methylimidazolylmethoxymethyl biphenylcarbonitrile farnesyltransferase complex preparation.

A novel series of 4-[(4-cyano-2-arylbenzyloxy)-(3-methyl-3H-imidazol-4-yl)methyl]benzonitriles have been synthesized as selective farnesyltransferase inhibitors using a structure-based design. X-ray cocrystal structures of compound 6-[[(1R)-(4-cyanophenyl)(1-methyl-1H-imidazol-5-yl)methoxy]methyl]-3′-methoxy[1,1′-biphenyl]-3-carbonitrile-FTase-HFP and A313326-FTase-HFP confirmed our initial design. The decreased interaction between the aryl groups and Ser 48 in GGTase-I binding site could be one possible reason to explain the improved selectivity for this new series of FTase inhibitors. Medicinal chem. efforts led to the discovery of 3-cyano-6-[[(4-cyanophenyl)(1-methyl-1H-imidazol-5-yl)methoxy]methyl]-N-phenylbenzamide (I) with potent cellular activity (EC50 = 3.5 nM) and outstanding pharmacokinetic profiles in dog (96% bioavailable, 18.4 h oral t1/2, and 0.19 L/(h·kg) plasma clearance).

Journal of Medicinal Chemistry published new progress about Crystal structure. 103261-68-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C10H9NO2, Recommanded Product: Methyl 5-cyano-2-methylbenzoate.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Elmaaty, Tarek Abou; Sofan, Mamdouh; Kosbar, Tamer; Elsisi, Hanan; Negm, Ilham published the artcile< Green Approach to Dye PET and Nylon 6 Fabrics with Novel Pyrazole Disperse Dyes under Supercritical Carbon Dioxide and Its Aqueous Analogue>, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is polyethylene terephthalate nylon fabric pyrazole disperse dye; supercritical carbon dioxide green chem color property.

The development of a water-free dyeing process for synthetic fabrics is of great importance for the textile industry due to environmental and economic reasons. In this study, a series of novel 3-(3-chlorophenyl)-l-phenyl-4-(diazenyl derivatives)-lH-pyrazol-5-amine dyes were specifically synthesized for use with supercritical carbon dioxide. The new dyes were characterized by MS, IR, and NMR spectral data, and the results were found to be in good agreement with the proposed structures. The new dye stuffs were applied to dye polyester and nylon 6 fabrics under supercritical carbon dioxide and aqueous media. The color uptake expressed through the color strength (K/S) was assessed, and the values obtained showed that the dyeing of polyester and nylon 6 fabrics using the scCO2 method was significantly better than that using the aqueous method. The fastness properties of all the dyed fabrics were evaluated and exhibited excellent results. Raman micro spectroscopy indicated conclusively that the dye absorbance took place through all layers of the fabrics. Elimination of water and its costly processing can now be achieved in the dyeing of synthetic fabrics.

Fibers and Polymers published new progress about Anionic dispersants (Dispex). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Abe, Takumi; Noda, Kenta; Sawada, Daisuke published the artcile< Synthesis of α-substituted indolylacetamide using acetonitriles as acetamide enolate equivalents through O-transfer reactions>, HPLC of Formula: 21667-62-9 , the main research area is indolylacetamide preparation; ammonium hemiaminal acetonitrile alkylation oxygen transfer reaction.

Authors introduce readily available ammonium hemiaminals as O-transfer reagents and com. available acetonitriles as a primary amide enolate precursor. The combination serves as an amide enolate equivalent, thereby providing one-pot access to α-substituted indolylacetamides I (EWG = COOMe, SO2Me, C(O)Ph, etc.; R1 = H, Ph). A broad substrate scope and good functional group tolerance as well as gram-scale synthesis make this protocol highly attractive. Mechanistic experiments suggest that the cyano group is trapped by a hydroxy group of hemiaminals en route to the desired primary amides under metal-free conditions.

Chemical Communications (Cambridge, United Kingdom) published new progress about Acetamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, HPLC of Formula: 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yadav, Maruti B.; Bhosle, Suresh R.; Jeong, Yeon Tae published the artcile< DBU-promoted synthesis of novel heterocyclic [4.3.3] propellanes from α-cyanoketones and cyclic α-diketones>, Related Products of 21667-62-9, the main research area is heterocyclic tetrahydro benzofuran propellane preparation chemoselective diastereoselective one pot; cyclic alpha diketone cyanoketone multicomponent DBU catalyst.

An effective base-catalyzed Knoevenagel, Michael and intramol./Paal-Knorr cyclization strategy for the construction of heterocyclic [4.3.3] tetrahydro epoxyetheno benzo-furan propellanes (TEBFs) from cyclic α-diketones and α-cyanoketones is reported through single-step reaction. The reaction proceeds under mild reaction conditions and shows excellent chemo and diastereoselectivity in the absence of any external transition metal and ligands. The one-pot two-component procedure also shows the merits of straightforward reaction conditions, simple operation, using available feedstock, wide substrate scope, and high atom and step economy. This reaction provides facile access to highly substituted fused tetrahydro furo-furan propellanes, which can be used in the field of chem. and pharmaceutical research.

Tetrahedron Letters published new progress about Aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent) (cyano). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Related Products of 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Hui; Yan, Yingkun; Zhang, Jiayan; Liu, Min; Cheng, Shaobing; Wang, Zhouyu; Zhang, Xiaomei published the artcile< Enantioselective dearomative [3+2] annulation of 5-amino-isoxazoles with quinone monoimines>, Synthetic Route of 21667-62-9, the main research area is aminoisoxazole quinone monoimine chiral phosphoric acid catalyst dearomative cycloaddition; benzofuroisoxazole diamine preparation enantioselective; quinone monimine aminoisoxazole phosphoric acid tandem dearomative cycloaddition cyclization; epoxyazenometheno dihydrobenzofuropyrrolyl benzenesulfonamide preparation enantioselective.

The first enantioselective dearomative [3+2] annulation of 5-aminoisoxazoles with quinone monoimines was realized using a chiral phosphoric acid as catalyst. Various novel (bridged) isoxazoline fused dihydrobenzofurans bearing two continuous quaternary stereocenters were achieved in moderate to good yields (up to 94%) with moderate to good enantioselectivities (up to 98% ee). The absolute configurations of two products were assigned by X-ray crystal structural analyses and a plausible reaction mechanism was proposed.

Chemical Communications (Cambridge, United Kingdom) published new progress about [3+2] Cycloaddition reaction catalysts (dearomative, stereoselective). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Synthetic Route of 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mondal, Buddhadeb; Balha, Megha; Pan, Subhas Chandra published the artcile< Organocatalytic asymmetric spirocyclization reactions of cyclic 2,4-dienones with cyanoketones: synthesis of spiro-dihydropyrano cyclohexanones>, Application In Synthesis of 21667-62-9 , the main research area is cyclic dienone cyanoketone cinchona alkaloid organocatalyst spirocyclization; spiro dihydropyrano cyclohexanone diastereoselective enantioselective preparation.

The first organocatalytic asym. synthesis of spiro-dihydropyrano cyclohexanones was developed via the cascade reaction between cyanoketones and cyclic 2,4-dienones. A cinchona alkaloid-derived bifunctional primary amine catalyst in combination with N-Boc-tleucine was found to be the most effective for this spirocyclization reaction and provided the desired products in moderate to good yields with high enantioselectivities.

Organic & Biomolecular Chemistry published new progress about Alkadienones Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Application In Synthesis of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Gore, Babasaheb Sopan; Chiang, Chun-Hsien; Lee, Chein Chung; Shih, Yi-Lun; Wang, Jeh-Jeng published the artcile< De Novo Protocol for the Construction of Benzo[a]fluorenes via Nitrile/Alkene Activation>, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is nitrile alkene alkyne chemoselective regioselective annulative cyclodimerization; benzofluorene preparation.

Unprecedented chemo- and regioselective synthesis of benzo[a]fluorenes and naphthamide-substituted benzo[a]fluorenes were constructed from the reaction of (E)-2-aroyl-3-(2-(arylalkynes/alkenes)aryl)acrylonitrile scaffolds under metal-free conditions via the activation of nitriles and alkenes, resp. A tentative reaction mechanism was proposed for this homofunctionalization of nitriles. Control experiments showed that the reaction proceeds via selective nitrile or alkene protonation, depending upon the substrates. Addnl., we demonstrated an alternative expeditious route for the synthesis of disubstituted benzo[a]fluorenes in the presence of TfOH alone.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts