30249-27-5

Upstream product

• 56037-76-4 Oenanthaldehyd-cyclohexylimid 
• 111-70-6 n-heptan1ol 
• 108-91-8 cyclohexylamine 
• 111-71-7 heptanal 
• 1122-60-7 1-nitrocyclohexane 
• 106-49-0 p-toluidine 
• 100-51-6 benzyl alcohol 
• 592-41-6 1-hexene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 69592-04-7 6-[3-(N-Heptyl-N-cyclohexylaminocarbonyl)-propoxy]carbostyril 

Relevant academic research and scientific papers

Reductive amination agents: comparison of Na(CN)BH3 and Si-CBH

Reductive amination is a chemical reaction commonly employed by organic chemists in academics and the pharmaceutical industry. In this reaction a carbonyl group is converted to an amine via an imine intermediate, the formation of which is rate limiting. A major reagent necessary for the completion of this reaction is a hydride source, commonly sodium cyanoborohydride (Na(CN)BH3). The objective of this research was to compare the efficacy of Na(CN)BH3 with silica-bound cyanoborohydride (Si-CBH) as hydride sources in reductive amination reactions. Work has shown that reactions employing Si-CBH as a hydride source showed significant improvement, exhibiting an average percent conversion 25% greater than reactions using Na(CN)BH3.

Synthesis of asymmetric secondary and tertiary amines from a primary amine and alcohol over the methanol synthesis industrial catalyst SNM-1

Vapor-phase reactions of n-pentan-1-ol with 2-ethylhexylamine and of n-heptan-1-ol with cyclohexylamine occuring in the presence of an industrial oxide copper-zinc-aluminum catalyst SNM-1 at 175-185 deg C have been found to afford the corresponding asymme

An efficient and recyclable ionic diphosphine-based Ir-catalyst for hydroaminomethylation of olefins with H2O as the hydrogen source

Hydroaminomethylation of olefins with H2O as the hydrogen source was accomplished over an Ir-catalyst with the involvement of an ionic diphosphine (L6). The use of H2O as the hydrogen source could completely inhibit the hydrogenation

One-pot reductive amination of carbonyl compounds with nitro compounds with CO/H2O as the hydrogen donor over non-noble cobalt catalyst

The one-pot reductive amination of carbonyl compounds with nitro compounds over heterogeneous non-noble metal catalysts was developed for the first time by transfer hydrogenation with CO/H2O as the hydrogen donor. Nitrogen-doped carbon supported cobalt nanoparticles were observed to be active toward this reaction, affording structurally-diverse secondary amines with high yields. Kinetic studies revealed that the transfer hydrogenation of imines (C[dbnd]N bonds) was the rate-determining step. Reaction mechanism studies indicated that both nitrogen and cobalt nanoparticles were important for the transfer hydrogenation with CO/H2O to generate the proton (N[sbnd]H+) and hydride (Co[sbnd]H?) as the active species. Furthermore, the heterogeneous cobalt catalyst was highly stable without the loss of its catalytic activity during the recycling experiments.

Reinvestigating Raney nickel mediated selective alkylation of amines with alcohols via hydrogen autotransfer methodology

An efficient, cost-effective use of Raney nickel (R-Ni) a widely used industrial catalyst for N-alkylation using alcohols is highlighted here. The work describes the scope and capability of R-Ni in hydrogen autotransfer reactions enabling its widespread use in the Chemical and Pharmaceutical industry. R-Ni of W4, T4, and W7 grades were prepared and evaluated for alkylation of amines. The best activity and selectivity for mono alkylation of amines were obtained using W4 R-Ni at 1:4 moles of amine to alcohol in xylene at reflux. T4 R-Ni also showed ability to form stable imines. The prepared R-Ni was also recycled and reused for N-alkylation reaction. The optimized methodology was applied for synthesis of Active Pharmaceutical ingredients Piribedil and Mepyramine. The simplicity and wide substrate scope makes this method a preferred Hydrogen Auto-transfer protocol for the alkylation of amines.

Rhodium exchanged ETS-10 and ETS-4: Efficient heterogeneous catalyst for hydroaminomethylation

Rhodium exchanged titanosilicates (ETS-10 and ETS-4) were synthesized and found to be efficient and stable catalysts for hydroaminomethylation reaction. The catalyst was highly active and selective towards amine product within lower reaction time of 4 h. 1-Hexene and pyrrolidine were taken as representative substrates for parametric variations using Rh-ETS-10. The increase in pyrrolidine ratio gave some significant information showing a decrease in conversion with increased selectivity. The reason may be the competition between pyrrolidine and 1-hexene for coordination sites in rhodium and which prevents the beta-hydride elimination. The ratios of H2 and CO have influenced hydroaminomethylation and the best performance was in the CO:H2 ratio of 1:4 under the studied conditions. The initial rate of formation of amine was double than that of isomerization of 1-hexene. The Rh cluster like complex was formed on treating the catalyst with syn gas. A homogenous- heterogeneous dual nature of Rh was found during hydroaminomethylation. The catalyst was effectively recycled for three times without much loss in its activity and selectivity.

Rhodium complex encapsulated functionalized hexagonal mesoporous silica for heterogeneous hydroaminomethylation

HRh(CO)(PPh3)3 complex was encapsulated into the pores of amino functionalized hexagonal mesoporous silica. The catalyst was characterized by physico-chemical techniques like P-XRD, 31P-CPMAS NMR, FT-IR, SEM, ICP and N2 adsorption analysis. The catalyst was active for hydroaminomethylation and a variety of alkenes and amines were used as reactants for hydroaminomethylation. The catalyst afforded to achieve 100% conversion with high (>95%) selectivity to corresponding amines. Parametric variations were performed by taking 1-hexene and morpholine as representative reactants for the study of catalyst amount, temperature, pressure and 1-hexene:morpholine ratio. Significant amounts of aldehydes and enamines were observed during the course of the reaction indicating that there could be two possible rate determining steps. The catalyst was effectively recycled up to five times without much loss in its activity and selectivity.