54472-46-7

Usage

Synthesis Reference(s)

Synthesis, p. 853, 1987 DOI: 10.1055/s-1987-28103

Upstream product

• 54472-45-6 N-(2-Hydroxyethyl)-4-aminobenzamide 
• 141-43-5 ethanolamine 
• 873-74-5 4-Aminobenzonitrile 
• 555-16-8 4-nitrobenzaldehdye 
• 62-23-7 4-nitro-benzoic acid 

Relevant academic research and scientific papers

HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions in need of inhibition of heparan sulfate biosynthesis.

Ruthenium(II) 8-quinolinolates: Synthesis, characterization, crystal structure and catalysis in the synthesis of 2-oxazolines

Abstract New octahedral ruthenium(II) complexes (1-4) have been synthesized from the reaction of ruthenium(II) precursors [RuHCl(CO)(EPh3)3] (E = P or As) with the bidentate Schiff base ligands, 2-((2,6-dimethylphenylimino)methyl)quinolin-8-ol (L1) and 2-((2,6-diisopropylphenylimino)methyl)quinolin-8-ol (L2) in ethanol. These complexes have been characterized by elemental analyses, IR, UV-Vis, 1H, 13C and 31P NMR and ESI-Mass spectroscopy. The molecular structure of the complex [RuCl(CO)(PPh3)2(L2)] (2) was determined by single-crystal X-ray diffraction, which reveals a distorted octahedral geometry around ruthenium(II) ion. The catalytic activity of the new complexes was evaluated for the condensation of nitriles with ethanolamine under solvent free conditions. The processes were operative with aromatic and heteroaromatic nitriles and tolerated several substitutional groups. The studies on the effect of substitution over ligands, coligands, reaction time, temperature and catalyst loading were carried out in order to find the best catalyst in this series of complexes and favorable reaction conditions. A probable mechanism for the catalytic condensation of nitrile has also been proposed. The catalyst was recovered and recycled up to five times without significant loss of its activity.

Ruthenium(II) 9,10-phenanthrenequinone thiosemicarbazone complexes: Synthesis, characterization, and catalytic activity towards the reduction as well as condensation of nitriles

The ligands 9,10-phenanthrenequinone-N4-substituted thiosemicarbazones (HL1-3) and their ruthenium(II) complexes were synthesized and characterized by elemental and spectroscopic methods. The ligands are tridentate, monobasic chelating ligands with O, N, and S as the donor sites and are in the thiol form in all the complexes. Catalytic studies showed that all the complexes displayed good catalytic activity towards the reduction of nitriles and also the condensation of nitriles with 2-aminoalcohol under solvent-free conditions.

Living cationic ring-opening polymerization of 2-oxazolines initiated by rare-earth metal triflates

The cationic ring-opening polymerization (CROP) of substituted 2-oxazolines using rare-earth metal triflates (RE(OTf)3) as initiator was investigated for the first time. In this work, we examined the polymerization characteristics of 2-ethyl-2-oxazoline (EtOx) initiated by Sc(OTf)3 under conventional thermal heating and microwave irradiation, and compared the respective outcomes with those obtained with the most frequently used initiator methyl tosylate (MeOTs). The results indicated that Sc(OTf)3 exhibits a higher catalytic efficiency to the EtOx polymerization than MeOTs under identical conditions. The controlled/living nature of the Sc(OTf)3-catalyzed CROP was confirmed by its linear first-order kinetics and the narrow molecular weight distribution of the resultant polymers as well as the block copolymerization of EtOx and 2-phenyl-2-oxazoline (PhOx). Based on in situ NMR spectroscopic studies and SEC analysis of PEtOx samples obtained from the control termination experiments, a possible initiating/propagating mechanism has been proposed for the living cationic ring-opening polymerization. Morever, this rare-earth catalytic system can also be applied to the ring-opening polymerization of some sterically hindered or aryl-substituted 2-oxazolines.

Polynuclear copper(ii) pyrazolate complexes: Temperature-dependent protonolysis reactions, crystal structures and high catalytic activity toward the condensation of nitriles with 2-aminoalcohol

Reaction of Cu(OAc)2·H2O and 1H-pyrazole-3,5-dicarboxylic acid dimethyl ester (Hdcmpz) in MeOH at room temperature afforded one tetranuclear Cu(ii)/pyrazolate complex [{Cu 2(μ-OAc)2}2(μ-dcmpz)2/

Synthesis and biological activities of 4-N-(anilinyl-n-[oxazolyl])-7- chloroquinolines (n = 3′ or 4′) against Plasmodium falciparum in in vitro models

The synthesis (Pd-mediated coupling strategy) and characterization (NMR, IR, elemental analysis, etc.) of a short series of quinoline-oxazole hybrid compounds has been carried out. These materials are found to be moderately active against Plasmodium falci

A New Simple and Mild Synthesis of 2-Substituted 2-Oxazolines

N-Acylated β-aminoalcohols were converted to 2-oxazolines under very mild conditions employing commonly used phosphorylating reagents.