Tag: M.W=150-200

Gallardo-Fuentes, Sebastian published the artcileInfluence of Non-Covalent Interactions in the Exo- and Regioselectivity of Aza-Diels-Alder Reactions: Experimental and DFT Calculations, Application In Synthesis of 5153-73-1, the publication is Journal of Organic Chemistry (2019), 84(17), 10825-10831, database is CAplus and MEDLINE.

A systematic exptl. and theor. study of the intermol. aza-Diels-Alder reaction using 5-aminopyrrole as a building block shows that the commonly accepted endo selectivity, ruled by controversial secondary orbital interactions, are overcome by non-covalent interactions affording the unusual exo adduct. Addnl., the regioselectivity is also influenced by such interactions. The starting materials are easily prepared, and the use of water as the solvent is a great achievement for the development of cleaner synthetic methodologies.

Journal of Organic 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, Application In Synthesis of 5153-73-1.

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

Guan, Zhenhong published the artcileA highly efficient catalyst for Suzuki-Miyaura coupling reaction of benzyl chloride under mild conditions, Category: nitriles-buliding-blocks, the publication is RSC Advances (2014), 4(69), 36437-36443, database is CAplus.

Diarylmethane derivatives, were synthesized in Suzuki-Miyaura coupling reaction of benzyl chloride with arylboronic acids. Pd(II) organometallic catalysts immobilized on the triphenylphosphine-functionalized microporous knitting aryl polymer (KAPs(Ph-PPh₃)-Pd) as a novel heterogeneous catalyst was employed in Suzuki-Miyaura coupling reaction of benzyl chloride and exhibited excellent catalytic activity under mild conditions with a turnover frequency (TOF) up to 76 min^-1 (4569 h^-1). This work reveals that the microporous structure of the catalyst can rapidly adsorb substrates, consequently facilitating their interaction, and eventually promoting the catalytic efficiency.

RSC Advances 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

Wang, Hong-xue published the artcileStudy of scale up of fluorescent whitening agent ER-I, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is Yingyong Huagong (2012), 41(9), 1658-1660, database is CAplus.

The fluorescent brightener ER-I was synthesized through Abuzov esterification and Witting condensation with the raw material tri-Et phosphite, 2-(chloromethyl) benzonitrile and 1, 4-phthalaldehyde. The influence factors such as reaction temperature, feeding method and the ratio of raw material were researched in detail. The optimum reaction condition was as follows: when the ratio of tri-Et phosphite : benzyl chloride 1.1:1.0 was used, temperature of feed was 140°C, the reaction time was 9 h, and the total yield 93%. The stabilization of technol. condition was confirmed by 6 time tests.

Yingyong Huagong 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 C8H5IO, Recommanded Product: 2-(Chloromethyl)benzonitrile.

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

Zhou, Meng published the artcileA Metal-Free Three-Component Reaction of trans-β-Nitrostyrene Derivatives, Dibromo Amides, and Amines Leading to Functionalized Amidines, COA of Formula: C9H6N2O2, the publication is Journal of Organic Chemistry (2019), 84(2), 1015-1024, database is CAplus and MEDLINE.

Amidines such as I were prepared chemoselectively and diastereoselectively by three-component reactions of β-nitrostyrenes such as (E)-PhCH:CHNO₂ with BocNBr₂ or with N,N-dibromoamides generated in situ from amides and N-bromosuccinimide or N-chlorosuccinimide. A bisamidine and α,β-unsaturated amidines were prepared using this method. The mechanism of formation of I was studied by isolation of reaction intermediates and their further reaction; the α,α-dibromonitroalkane PhCH(NHBoc)CBr₂NO₂ [formed by addition of BocNBr₂ to (E)-PhCH:CHNO₂] underwent elimination to (Z)-PhC(NHBoc):CBrNO₂ which underwent C-C bond cleavage in the presence of base and morpholine to yield I.

Journal of Organic 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 C8H6ClNO, COA of Formula: C9H6N2O2.

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

Dahmen, Claudia published the artcileImproving implant materials by coating with nonpeptidic, highly specific integrin ligands, Related Products of nitriles-buliding-blocks, the main research area is diacyl hydrazine preparation integrin ligand implant coating.

Osteoblast adhesion to titanium, a common material for implants, is stimulated by coating with an optimized and highly specific nonpeptidic ligand for the αvβ3 integrin. This new technol. is advantageous to conventional coating by peptides or proteins in many practical aspects (selectivity and activity, stability against enzymic degradation, sterilization, costs).

Angewandte Chemie, International Edition published new progress about Bioadhesion. 199536-01-1 belongs to class nitriles-buliding-blocks, name is Methyl 3-amino-5-cyanobenzoate, and the molecular formula is C9H8N2O2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Barrett, Anthony G. M. published the artcileOxazole synthesis with minimal purification: synthesis and application of a ROMPgel Tosmic reagent, Name: 4-(5-Oxazolyl)benzonitrile, the main research area is oxazole preparation ROMPgel Tosmic reagent.

The synthesis of ring opening metathesis, polymer-supported Tosmic reagent I, prepared in 7 steps from 4-bromothiophenol, is described. This reagent was utilized in the conversion of aldehydes to a small library of oxazoles in good yields and purities. Thus, reacting PhCHO with I gave oxazole II in 51% yield and 90% purity.

Organic Letters published new progress about Cyclization. 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Name: 4-(5-Oxazolyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Campaigne, E. published the artcileCyclization of ylidenemalononitriles. VIII. Synthesis of coumarins from o-methoxybenzylidenemalonitriles, Formula: C9H9NO2, the main research area is coumarin; malononitrile benzylidene cyclization; cyclization benzylidenemalononitrile.

The coumarins I (R = H, Cl; R1 = H, 6-,7-,8-MeO) were prepared by direct cyclization of α-cyano-o-methoxycinnamates (II) in H2SO4. Alkoxy groups other than the o-methoxy group involved in lactone formation are not hydrolyzed during the reaction. The 3-cyano group on the resulting coumarin is not hydrated in concentrated H2SO4, but can be converted to the carbamido group in 90% sulfuric acid. In certain cases these conditions do cleave methoxy substituents on the coumarins. The indenones III can be obtained by cyclizing the II with BF3.Et2O.

Journal of Heterocyclic Chemistry published new progress about Cyclization. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Formula: C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Rajagopal, Krishnamurthy published the artcileKerr effect of some new organic Kerr solutions, Computed Properties of 5653-62-3, the main research area is electrooptical Kerr effect organic solution.

The electro optic Kerr constant of many new organic solutions comprising of the substituted aromatic carbonyl and nitrile compounds as solutes in nitrobenzene, for various molar concentrations of the solutes has been measured. We found several solutions having Kerr constants greater than that of nitrobenzene. The interactions between the components in these solutions have been established to be dipole-dipole in nature for the first time by conducting experiments and measuring the dipole moments for solutions of various molar concentrations The variations of the dipole moment with concentration in many solutions have been found to follow the same trend of variations of Kerr constant with molar concentration

Journal of the Physical Society of Japan published new progress about Dipole moment. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Computed Properties of 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Meng, Xiang-He published the artcileNaN(SiMe3)2/CsTFA Copromoted Aminobenzylation/Cyclization of 2-Isocyanobenzaldehydes with Toluene Derivatives or Benzyl Compounds: One-Pot Access to Dihydroquinazolines and Quinazolines, Recommanded Product: 2-Formyl-4,5-dimethoxybenzonitrile, the main research area is dihydroquinazoline chemoselective preparation; isocyanobenzaldehyde toluene derivative aminobenzylation cyclization sodium bistrimethylsilylamide cesium trifluoroacetate; quinazoline chemoselective preparation; benzylbenzotriazole isocyanobenzaldehyde aminobenzylation cyclization sodium bistrimethylsilylamide cesium trifluoroacetate.

A NaN(SiMe3)2/CsTFA copromoted aminobenzylation/cyclization reaction of 2-isocyanobenzaldehydes with toluene derivatives or benzyl compounds to afford 4-benzylsubstitued dihydroquinazolines I [R1 = H, Me, OPh, etc.; Ar = Ph, 1-naphthyl, 4-NMe2, etc.] and quinazoline derivatives II [Ar1 = Ph, 4-MeOC6H4, 2-naphthyl] were developed. Further applications, including synthesis of quinazoline, dihydroindolo[1,2-c]quinazoline and dihydro-8H-isoquinolino[2,3-c]quinazoline, demonstrated the tremendous potential of the tandem reaction.

Journal of Organic Chemistry published new progress about Alkyl groups. 1013112-48-5 belongs to class nitriles-buliding-blocks, name is 2-Formyl-4,5-dimethoxybenzonitrile, and the molecular formula is C10H9NO3, Recommanded Product: 2-Formyl-4,5-dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Hirashima, Akinori published the artcileThe pheromone production of female Plodia interpunctella is inhibited by tyraminergic antagonists, Computed Properties of 87150-13-8, the main research area is sex pheromone production inhibition tyraminergic antagonist moth; Plodia sex pheromone production inhibition tyraminergic antagonist.

Several compounds were found to suppress the calling behavior and in vitro pheromone biosynthesis of the Indian meal moth, Plodia interpunctella. The compounds were screened by means of a calling-behavior bioassay with female P. interpunctella. Five derivatives with activities in the nanomolar range were identified, in order of decreasing pheromonostatic activity: 4-hydroxybenzaldehyde semicarbazone > 5-(4-methoxyphenyl)-1,3-oxazole > 5-[4-(tert-butyl)phenyl]-1,3-oxazole > 5-(3-methoxyphenyl)-1,3-oxazole > 5-(4-cyanophenyl)-1,3-oxazole. These compounds also showed in vitro inhibitory activity in intracellular de novo pheromone biosynthesis, as determined with isolated pheromone-gland preparations that incorporated [1-14C]sodium acetate in the presence of the so-called pheromone-biosynthesis-activating neuropeptide (PBAN). The non-additive effect of the inhibitor with antagonist (yohimbine) for the tyramine (TA) receptor suggests that it could be a tyraminergic antagonist. Three-dimensional (3D) computer models were built from a set of compounds Among the common-featured models generated by the program Catalyst/HipHop, aromatic-ring (AR) and H-bond-acceptor-lipophilic (HBA1) features were considered to be essential for inhibitory activity in the calling behavior and in vitro pheromone biosynthesis. Active compounds, including yohimbine, mapped well onto all the AR and HBA1 features of the hypothesis. Less-active compounds were shown to be unable to achieve an energetically favorable conformation, consistent with our 3D common-feature pharmacophore models. The present hypothesis demonstrates that calling behavior and PBAN-stimulated incorporation of radioactivity are inhibited by tyraminergic antagonists.

Chemistry & Biodiversity published new progress about Conformation. 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Computed Properties of 87150-13-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts