Category: 30095-98-8

Hajipour, Abdol Reza; Ruoho, Arnold E. published the artcile< Nitric acid in the presence of P2O5 supported on silica gel - a useful reagent for nitration of aromatic compounds under solvent-free conditions>, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate, the main research area is arene nitric acid silica supported phosphorus oxide nitration solventfree; nitro aromatic preparation.

A variety of aromatic compounds are nitrated to parent nitro aromatic compounds under solvent-free conditions using 65% HNO3 in the presence of P2O5 supported on silica gel. This methodol. is useful for nitration of activated and deactivated aromatic rings.

Tetrahedron Letters published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Liu, Bin; Hu, Longqin published the artcile< 5'-(2-Nitrophenylalkanoyl)-2'-deoxy-5-fluorouridines as potential prodrugs of FUDR for reductive activation>, COA of Formula: C9H9NO4, the main research area is FUDR nitro containing prodrug preparation reduction cyclization; aminophenylalkanoate ester FUDR prodrug preparation reduction cyclization.

Four 5′-(2-nitrophenylalkanoyl)-2′-deoxy-5-fluorouridines (1a-d) were designed and synthesized as potential prodrugs of FUDR for reductive activation. Two Me groups were introduced α to the ester carbonyl to increase both the rate of cyclization activation and the stability of the conjugates towards serum esterases. Chem. reduction of the nitro group into an amino leads to cyclization and release of the active FUDR. Kinetic anal. of the cyclization activation process indicates that the two Me groups α to the ester carbonyl restrict the rotational freedom of ground state mol. and promote the cyclization reaction. However, the two Me groups also were found to render the conjugates as poor substrates of E. coli B nitroreductase. Conjugate 1c, without the two Me groups, was reduced by E. coli B nitroreductase (t1/2 = 8 h) to give two products, a N-hydroxyl lactam and the drug FUDR, suggesting that the enzymic reduction and subsequent cyclization activation proceeded through the hydroxylamine intermediate. These results indicate that cyclization activation will occur once the nitro group is reduced either to an amino or to a hydroxylamino group. The fact that the amino intermediates cyclized easily to release the incorporated drug FUDR suggests the feasibility of using peptide-linked acyl 2-aminophenylalkanoic acid esters as potential prodrugs for proteolytic activation.

Bioorganic & Medicinal Chemistry published new progress about Blood serum (prodrugs stability in human blood serum). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, COA of Formula: C9H9NO4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Embrey, Samuel J.; Barrios-Perez, Carlos; Bunce, Richard A. published the artcile< (±)- cis-4a-alkyl -1,3,4,4a,9, 9a-hexahydro-2H -carbazol-2-ones by domino nitro reduction-aza-Michael addition to enones>, Category: esters-buliding-blocks, the main research area is cis alkyl hexahydro carbazolone preparation; enone domino nitro reduction aza Michael addition.

A domino nitro reduction-aza-Michael addition sequence was investigated for α,β-unsaturated ketones and compared with the analogous reaction for conjugated esters. As expected, six-membered ring closures of ketones did not proceed as well as for esters (<60% vs. >85%) due to the greater inherent reactivity of the ketones. This problem was minimized by performing the cyclization at lower temperature for a shorter time. The process had been extended to a synthesis of (±)-cis-4a-alkyl-1,3,4,4a,9,9a-hexahydro-2H-carbazol-2-ones I [R = Me, Et, n-Pr, Bn] with good yields (65%-86%). While the rigidity of the system and closure of the smaller five-membered ring created some strain in the products, yields were acceptable. The cis ring junction resulted from axial attack to gave a more stable chair-like enol that tautomerized to the target heterocycle.

Journal of Heterocyclic Chemistry published new progress about Aza-Michael reaction. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Ahmed Fouad, Manar; Ferretti, Francesco; Formenti, Dario; Milani, Fabio; Ragaini, Fabio published the artcile< Synthesis of Indoles by Reductive Cyclization of Nitro Compounds Using Formate Esters as CO Surrogates>, Quality Control of 30095-98-8, the main research area is indole preparation; nitrostyrene formate ester reductive cyclization palladium ruthenium catalyst.

Alkyl and aryl formate esters were evaluated as CO sources in the Pd- and Pd/Ru-catalyzed reductive cyclization of 2-nitrostyrenes to give indoles. Whereas the use of alkyl formates requires the presence of a ruthenium catalyst such as Ru3(CO)12, the reaction with Ph formate can be performed by using a Pd/phenanthroline complex alone. Ph formate was found to be the most effective CO source and the desired products were obtained in excellent yields, often higher than those previously reported using pressurized CO. The reaction tolerates many functional groups, including sensitive ones like a free aldehydic group or a pendant pyrrole. Detailed experiments and kinetic studies allow to conclude that the activation of Ph formate is base-catalyzed and that the metal doesn’t play a role in the decarbonylation step. The reactions can be performed in a single thick-walled glass tube with as little as 0.2 mol-% palladium catalyst and even on a 2 g scale. The same protocol can be extended to other nitro compounds, affording different heterocycles.

European Journal of Organic Chemistry published new progress about Alkenes, nitro Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Quality Control of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Du, Wei; Gu, Qiangshuai; Li, Zhongliang; Yang, Dan published the artcile< Palladium(II)-Catalyzed Intramolecular Tandem Aminoalkylation via Divergent C(sp3)-H Functionalization>, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate, the main research area is palladium catalyst intramol oxidative tandem aminoalkylation divergent functionalization; fused indoline preparation green chem.

We have developed a Pd(II)-catalyzed oxidative tandem aminoalkylation via divergent C(sp3)-H functionalization, affording three- and five-membered-ring fused indolines, e.g. I and II, in good yields under two optimized conditions, resp. The mechanism studies have indicated that the benzylic C-H cleavage involved in the former transformation is the rate-determining step, while the cleavage of amide α-C-H in the latter is not. This is the first example of a Pd-catalyzed tandem reaction involving C(sp3)-H activation without the employment of prefunctionalized reagents (e.g., halogenated and boron reagents) and directing groups, representing a green and economic protocol for the construction of N-containing heterocycles.

Journal of the American Chemical Society published new progress about Aminoalkylation (oxidative). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Feng, Wei; Huang, Tingting; Gao, Liqian; Yang, Xianfeng; Deng, Wenbin; Zhou, Rui; Liu, Hongjun published the artcile< Textile-supported silver nanoparticles as a highly efficient and recyclable heterogeneous catalyst for nitroaromatic reduction at room temperature>, Name: Methyl 2-(2-nitrophenyl)acetate, the main research area is nitroarom reduction silver nanoparticle textile support recyclable heterogeneous catalyst.

A novel textile-based nanosilver catalyst was prepared with a facile synthetic method. The textile-supported nanosilver (TsNS) proved to be an excellent heterogeneous catalyst for the reduction of nitroaroms. with a broad substrate scope. It can be recycled for up to 6 times without significantly compromising its catalytic efficacy. The TsNS catalyst was developed into a column reactor, demonstrating its practical application with the advantages of low cost, ease of operation and large scale synthesis capabilities. SEM (SEM) showed that there were few changes to the catalyst’s surface after the reaction. Besides, inductively coupled plasma (ICP) anal. showed that few silver particles leaked, and the interactions between the nitro groups of the nitroaroms. and the nanosilver particles were characterized by XPS, which lead to the proposal of a four-step mechanism for the reduction reaction.

RSC Advances published new progress about Aromatic amines Role: IMF (Industrial Manufacture), PREP (Preparation). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Name: Methyl 2-(2-nitrophenyl)acetate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Shimizu, Hiroaki; Yoshinaga, Kohei; Yokoshima, Satoshi published the artcile< Nitrone Formation by Reaction of an Enolate with a Nitro Group>, SDS of cas: 30095-98-8, the main research area is quinolinedione preparation dipolar cycloaddition; isoxazoloquinolinone preparation; base mediated cyclocondensation ketonitroarene mechanism transition state structure; intramol dipolar cycloaddition alkenyl isoxazoloquinolinone nitrone.

Ketones with a 2-nitrophenyl group at the α-position such as I were treated with sodium hydroxide in methanol at 60 °C. Under these conditions, enolates derived from the ketones intramolecularly reacted with the nitro group to form a variety of nitrones such as II. Addnl. exptl. results, including the unexpected isolation of N-hydroxyindolinone as a byproduct, led to a proposed reaction mechanism, occurring via an α-hydroxyketone. The resultant nitrones underwent inter- and intramol. 1,3-dipolar cycloaddition with olefins to afford polycyclic isoxazolidines such as III.

Organic Letters published new progress about 1,3-Dipolar cycloaddition reaction. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, SDS of cas: 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Grob, C. A.; Weissbach, O. published the artcile< The preparation of oxindole derivatives from o-chloronitrobenzenes and cyanoacetic and malonic acid esters>, Category: esters-buliding-blocks, the main research area is .

Chlorobenzenes activated by a single o-NO2 group underwent smooth nucleophilic substitution by the K derivatives of NCCH2CO2Et (I) and CH2(CO2Et)2 (II) in Me3COH as solvent. The resulting 2-nitrophenylmalonic ester derivs, were readily converted into o-O2NC6H4CH2CO2H (III) and derivatives of oxindole and indole resp. I (49.0 g.) and then 31.5 g. o-O2NC6H4Cl (IV) in 75 cc. hot absolute Me3COH added with stirring to 16.3 g. K in 370 cc. absolute Me3COH, refluxed 10 hrs. with stirring, cooled, acidified with dilute HCl, and concentrated in vacuo at 30-40°, the residue dissolved in Et2O and extracted with dilute aqueous Na2CO3, and the aqueous extract acidified and extracted with Et2O gave 33.0 g. o-O2NC6H4CH(CN)CO2Et (V), prisms, m. 59-60° (MeOH and sublimed at 50°÷0.1 mm.) (all m.ps. are corrected), b0.09 139-41°; the forerun from the distillation of the V deposited 3-6% anthroxanic acid nitrile (VI), needles, m. 58-9° (Me2CO and sublimed at 50°÷11 mm.). VI refluxed 12 hrs. with 1:1 AcOH-20% HCl gave nearly 100% anthroxanic acid (VII), needles, m. 187-95° (decomposition) with the formation of a decomposition product, m. above 230°. VI heated with MeOH-HCl gave the Me ester of VII, needles, m. 67-8° (aqueous Me2CO). V (9.4 g.) in 80 cc. N Na2CO3 kept 10 days at 22° deposited 5.8 g. o-O2NC6H4CH2CN (VIII), leaflets, m. 82-4°. IV (10.5 g.) treated in the usual manner with I and the aqueous Na2CO3 phase from the processing kept 14 days at 25° gave 8.1 g. VIII, light yellow lancets, m. 82-3° (aqueous MeOH). V (5.0 g.) refluxed 15 hrs. with 50 cc. 2:1 AcOH-20% HCl and evaporated in vacuo, the residue partitioned between Et2O and H2O, the Et2O layer extracted with 2N KHCO3, and the extract acidified and extracted with Et2O yielded 3.4 g. III, light yellow needles, m. 139-41° (aqueous Me2CO). V (1 g.) in 15 cc. AcOH heated 45 min. with occasional shaking on the steam bath with 0.75 g. Fe powder and evaporated, the residue dissolved in Et2O, and the product isolated with 2N KHCO3 yielded 0.6 g. 2-amino-3-carbethoxyindole, leaflets, m. 180-1° (sublimed at 150°÷0.2 mm.) (C6H6-petr. ether). II (61.5 g.) and then 30 g. IV in 50 cc. Me3COH refluxed 26 hrs. with 15 g. K in 350 cc. absolute Me3COH under N, acidified with dilute H2SO4, concentrated in vacuo at about 40°, and extracted with Et2O, the residual crude o-O2NC6H4CH(CO2Et)2 (IX) distilled twice at 0.3 mm. yielded 19 g. Et ester of VII, needles, m. 66-7° (MeOH), and a smaller amount of Et ester of III, needles, m. 64-5° (MeOH). Crude IX from a similar run refluxed 15 hrs. with 125 cc. AcOH and 125 cc. 20% HCl and worked up in the usual manner gave 18 g. III. II (82 g.) and then 47 g. 2,3-Cl2C6H3NO2 in 40 cc. hot absolute Me3COH added to 19.9 g. K in 430 cc. Me3COH, refluxed 20 hrs. with stirring, and evaporated in vacuo, and the residue acidified with dilute HCl and extracted with Et2O gave 112 g. 2,6-Cl(O2N)C6H3CH(CO2Et)2 (X). The crude X refluxed 24 hrs. with 600 cc. AcOH and 400 cc. 20% HCl and evaporated in vacuo, the residue partitioned between Et2O and 2N KHCO3, and the aqueous phase acidified and extracted with Et2O yielded 44.3 g. 2,6-Cl(O2N)C6H3CH2CO2H, m. 190-2° (aqueous Me2CO).

Helvetica Chimica Acta published new progress about 30095-98-8. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reddy, B. V. Subba; Babu, R. Anji; Ramana Reddy, M.; Reddy, B. Jagan Mohan; Sridhar, B. published the artcile< Intramolecular C-O/C-S bond insertion of α-diazoesters for the synthesis of 2-aryl-4H-benzo[d][1,3]oxazine and 2-aryl-4H-benzo[d][1,3]thiazine derivatives>, Electric Literature of 30095-98-8, the main research area is arylbenzoxazine carboxylate preparation; arylbenzothiazine carboxylate preparation; arylamidophenyl diazoacetate copper triflate catalyst intramol cyclization; arylthioamidophenyl diazoacetate copper triflate catalyst intramol cyclization.

An intramol. C-O insertion of 2-(2-arylamidophenyl)-2-diazoacetate was achieved using a catalytic amount of copper triflate under mild conditions to produce 2-aryl-4H-benzo[d][1,3]oxazine-4-carboxylate in good yields. In addition, 2-diazo-2-(2-arylthioamidophenyl)acetate afforded the corresponding 2-aryl-4H-benzo[d][1,3]thiazine derivatives under similar conditions. This was the first example of the synthesis of benzoxazines and benzothiazines from ortho-amidophenyl diazoacetate and ortho-thioamidophenyl diazoacetate, resp.

RSC Advances published new progress about Aromatic amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Electric Literature of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Basso, Alessandra; Braiuca, Paolo; Ebert, Cynthia; Gardossi, Lucia; Linda, Paolo; Benedetti, Fabio published the artcile< GRID/tetrahedral intermediate computational approach to the study of selectivity of penicillin G acylase in amide bond synthesis>, Safety of Methyl 2-(2-nitrophenyl)acetate, the main research area is penicillin G acylase selectivity active site tetrahedral intermediate.

Mol. modeling was used to investigate the catalytic site of penicillin G acylase (PGA) by building up a simple enzyme-ligand model able to describe and predict the enzyme selectivity. The investigation was based on a double computational approach: first, the GRID computational procedure was applied to gain a qual. description of the chem. features of the PGA active site; second, a classical “”transition state approach”” was used to simulate the tetrahedral intermediates and to evaluate their energies. GRID calculations employed different probes which gave a complete description of the chem. interactions occurring upon binding of different ligands, thus indicating those structures having good affinity with the active site of the enzyme. Tetrahedral intermediates were constructed on the basis of GRID results and provided both geometrical features and energies of enzyme-substrate interaction. Such energies were compared to exptl. kinetic data obtained in the enzymic acylation of L-phenylglycine Me ester using various Me phenylacetate derivatives The good agreement of computational results with exptl. evidence demonstrates the validity of the model as a rapid and flexible tool to describe and predict the enzyme selectivity.

Biochimica et Biophysica Acta, Proteins and Proteomics published new progress about Enzyme functional sites, active. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Safety of Methyl 2-(2-nitrophenyl)acetate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics