52007-49-5

Upstream product

• 29246-34-2 N-phenyl-10-undecenamide 
• 112-45-8 10-Undecenal 
• 98-95-3 nitrobenzene 
• 62-53-3 aniline 
• 112-38-9 10-undecenoic acid 

Relevant academic research and scientific papers

Flow synthesis of secondary amines over Ag/Al2O3 catalyst by one-pot reductive amination of aldehydes with nitroarenes

An alumina-supported silver catalyst was investigated in the one-pot reductive amination of aldehydes with nitroarenes in a continuous flow reactor using molecular hydrogen as a reducing agent. A series of secondary amines containing alkyl, OH, OCH3, Cl, Br and CC groups was synthesized in good to excellent yields. The yield of the secondary amine depends on the rate of formation of an intermediate imine. It was shown that the accumulation of carbonaceous deposits on the catalyst is the main reason of catalyst deactivation. The spent catalyst can be easily regenerated and reused without losing catalytic activity.

Synthesis of unsaturated secondary amines by direct reductive amination of aliphatic aldehydes with nitroarenes over Au/Al2O3 catalyst in continuous flow mode

A series of unsaturated secondary amines was successfully synthesized by direct reductive amination of aliphatic aldehydes with nitroarenes over a 2.5% Au/Al2O3 catalyst in a continuous flow reactor using molecular hydrogen as a reducing agent. In most cases, the targeted secondary amines were obtained in good to excellent yields. Interestingly, the hydrogenation of CC group is practically absent in both initial aldehydes and secondary amines under the reaction conditions. It was found that the introduction of electron-donating substituents in the para- and meta-position of nitrobenzenes increased the yield of secondary amine, while in the case of nitrobenzenes with electron-withdrawing substituents or electron-donating substituents in the ortho-position a decrease in the yield of the target product was observed.

Indium-catalyzed reduction of secondary amides with a hydrosiloxane leading to secondary amines

Described herein is that the selective reduction of aromatic/aliphatic secondary amides using a combination of InI3 and TMDS (1,1,3,3-tetramethyldisiloxane), which led to the production of the corresponding secondary amines. This reducing system showed a relatively high tolerance to a variety of functional groups, such as an alkyl, an alkoxy, a halogen, a cyano, an ether, a thioether, a heterocyclic ring, and a terminal alkene group.

Synthesis of medium and large cyclic amines in rhodium-catalysed reactions of aminoalkenes with H2/CO1

Rhodium-catalysed reactions of N-benzyl- or N-alkyl-aminoalkenes (6) with H2/CO can give cyclic amines (7) (7-13 ring size) in good to excellent yields when BIPHEPHOS is used as a ligand. Hydrogenation of the aminoalkene becomes a competing reaction for the smaller rings but can be overcome by using a H2/CO gas ratio of 1:5. Reactions of 2-alkenyloxybenzylamines (13) gave 9-, 12- and 17-membered rings (14) in 30-40% yield, but dimer formation (16) and/or hydrogenation were competing reactions. Similar reactions of alkenylamides and ortho-alkenylanilines gave only non-cyclized amino aldehydes as products in low isolated yields.

Insect Juvenile Hormone Analogues: Part VII - Synthesis of Long Chain Aromatic Ethers & Nitrogen Analogues

Syntheses of various aromatic ethers of undecenyl bromide and thio ethers of undecenyl and undecanyl bromides with 2-benzothiazolethiol are described.The preparation of a few amides and their corresponding amines from undecenoic acid and different aromatic amines and benzyl amine are also reported.The bromo derivatives of a few amides have also been prepared.These compounds have been tested on common Indian red cotton bug for their juvenile hormone activity.