61962-71-8

Upstream product

• 64-17-5 ethanol 
• 13471-68-6 2-methyl-5-nitrophenyl isocyanate 
• 95-53-4 o-toluidine 
• 6375-16-2 2-amino-4-acetylaminotoluene 
• 99-55-8 2-methyl-5-nitroaniline 
• 16648-52-5 ethyl (2-methyl-5-nitrophenyl)carbamate 

Relevant academic research and scientific papers

ONE-POT PRODUCTION OF CARBAMATES USING SOLID CATALYSTS

The invention relates to the production of carbamates in a single reactor (one-pot) using solid catalysts, involving the reaction between at least one nitro compound, an organic carbonate of formula (OR)(OR')C=O, a gas selected from hydrogen gas and a mixture of gases containing hydrogen and hydrogen precursor compounds, and a catalyst that has at least one metallic oxide and can also contain an element of groups 8, 9, 10 and 11 of the periodical table. The carbonates obtained can be transformed into their corresponding isocyanates.

ONE-POT PRODUCTION OF CARBAMATES USING SOLID CATALYSTS

The invention relates to the production of carbamates in a single reactor (one-pot) using solid catalysts, involving the reaction between at least one nitro compound, an organic carbonate of formula (OR)(OR′)C═O, a gas selected from hydrogen gas and a mixture of gases containing hydrogen and hydrogen precursor compounds, and a catalyst that has at least one metallic oxide and can also contain an element of groups 8, 9, 10 and 11 of the periodical table. The carbonates obtained can be transformed into their corresponding isocyanates.

Synthesis and structure-activity relationships of (aryloxy)quinazoline ureas as novel, potent, and selective vascular endothelial growth factor receptor-2 inhibitors

In our continuing search for medicinal agents to treat proliferative diseases, quinazoline derivatives were synthesized and evaluated pharmacologically as epithelial growth factor receptor and vascular endothelial growth factor receptor 2 (VEGFR-2) tyrosine kinase inhibitors. A quantitative structure-activity relationship analysis was conducted to rationalize the structure-activity relationship and to predict how similar the inhibitor-binding profiles of two protein kinases are likely to be on the basis of the docking of lead coumpounds into the ATP-binding site. This model was used to direct the synthesis of new compounds. A series of N-(aromatic)-N′-{4-[(6,7- dimethoxyquinazolin-4-yl)oxy]phenyl}urea were identified as potent and selective inhibitors of the tyrosine kinase activity of VEGFR-2 (fetal liver kinase 1, kinase insert domain-containing receptor). An efficient route was developed that enabled the synthesis of a wide variety of analogues with substitution on several positions of the template. Substitution of diarylurea, competitive with ATP, afforded several analogues with low nanomolar inhibition of enzymatic activity of VEGFR-2. In this paper, we describe the synthesis, structure-activity relationships, and pharmacological characterization of the series.

Novel and efficient one-pot synthesis of (aminophenyl)carbamic acid esters

A novel and efficient protocol is developed for the synthesis of various (aminophenyl) carbamic acid esters from the reduction and condensation of nitrophenyl isocyanate derivatives. The reaction takes place in various hydroxy derivatives such as alcohols or phenols under a hydrogen atmosphere using Raney nickel as catalyst. Products are obtained by a convenient one-pot synthesis with excellent yields and short reaction times.

The Biodegradation of Low-molecular-weight Urethane Compounds by a Strain of Exophiala jeanselmei

To further analyze the biodegradation of polyurethane polymers, we investigated the biodegradation of low-molecular-weight N-tolylcarbamate model compounds with structures closely resembling the urethane linkages found in polyurethanes based on tolylene-diisocyanate (TDT). Soil microflora were screened for microorganisms that were able to utilize toluene-2,4-dicarbamic acid, diethyl ester (compound 1) as the sole source of carbon, and the soil fungus Exophiala jeanselmei strain REN-11A was selected as the most effective strain. Several N-tolylcarbamate compounds were used, and it was found that REN-11A was able to degrade compound 1, as well as the related compound toluene-2,6-dicarbamic acid, diethyl ester, very efficiently. Further investigation showed that compound 1 was biodegraded to tolylene-2,4-diamine via the aromatic amine intermediates carbamic acid, (3-amino-4-methylphenyl)-, ethyl ester and carbamic acid, (5-amino-2-methylphenyl)-, ethyl ester.