103796-64-1

Upstream product

• 107-10-8 propylamine 
• 100-00-5 4-chlorobenzonitrile 
• 636-98-6 p-nitrobenzene iodide 
• 123-38-6 propionaldehyde 
• 100-01-6 4-nitro-aniline 
• 114274-08-7 4-(isopropylamino)-1,2,4-triazole 
• 98-95-3 nitrobenzene 
• 586-78-7 para-nitrophenyl bromide 
• 51919-01-8 4-(n-propylamino)pent-3-en-2-one 
• 14150-94-8 3,5-dinitro-1-methyl-2-pyridone 
• 4138-40-3 N-allyl-p-nitroaniline 
• 350-46-9 4-Fluoronitrobenzene 

Relevant academic research and scientific papers

AROMATIC NUCLEOPHILIC SUBSTITUTIONS WITH o- AND p-FLUORONITROBENZENES IN APROTIC SOLVENTS. STERIC EFFECTS ON THE BASE-CATALYSED STEP

The kinetics of the reaction between o- and p-fluoronitrobenzene with n- and iso-propylamine were studied in toluene and DMSO at several amine concentrations and temperatures in the range 30-100 deg C.The results show that, contrary to the previous assumption, primary steric effects due to branching in the amine do not produce a large decrease in the reaction rate when the first step is rate determining.However, reactions with bulky amines can be extremely slow because of the reduced power of the amine as a hydrogen-bond acceptor catalyst, when the second step is rate determining.The reaction rate may be increased by the addition of a non-nucleophilic base or another hydrogen-bond acceptor catalyst such as dimethyl sulphoxide.

N-alkyl-p-nitroanilines: Impact of alkyl chain length on crystal structures and optical SHG

N-Alkyl-p-nitroanilines from the propyl to the octyl derivative are synthesised and characterised. Powder SHG studies show that the butyl derivative alone is active, in agreement with earlier observations. Crystal structures of the propyl, butyl and penty

A Pd/Cu-Free magnetic cobalt catalyst for C-N cross coupling reactions: synthesis of abemaciclib and fedratinib

Herein, the synthesis of a nano-catalytic system comprising magnetic nanoparticles as the core and edible natural ligands bearing functional groups as supports for cobalt species is described. Subsequent to its characterization, the efficiency of the catalyst was investigated for C-N cross-coupling reactions using assorted derivatives of amines and aryl halides. This novel and easily accessible Pd- and Cu-free catalyst exhibited good catalytic activity in these reactions using γ-valerolactone (GVL) at room temperature; good recyclability bodes well for the future application of this strategy. The introduced catalytic system is attractive in view of the excellent efficiency in an array of coupling reactions and its versatility is illustrated in the synthesis of abemaciclib and fedratinib, which are FDA-approved new and significant anti-cancer medicinal compounds that are prepared under green reaction conditions.

Synthesis of functionalized 4-nitroanilines by ring transformation of dinitropyridone with enaminones

2-Functionalized 4-nitroanilines were readily synthesized by ring transformation using 3,5-dinitro-2-pyridone and enaminones prepared from 1,3-dicarbonyl compounds and amines. Modification of the amino group and the ortho-position could be achieved by sim

Para-Nitroaniline-functionalized chromophoric organic-inorganic hybrid materials

An advanced procedure for the one-pot synthesis of organic-inorganic hybrid materials via combination of sol-gel process and nucleophilic aromatic substitution reaction (SNAr) of 4-fluoronitrobenzene and 3-aminopropyltrimethoxysilane is described. With this advanced procedure both SNAr-reaction and sol-gel process can be accomplished in the same reaction vessel due to the sol-gel precursor tetraethoxysilane (TEOS) acting as solvent during the first reaction step. Via extensive NMR spectroscopic studies it is proven for the first time that - contrary to common belief - hydrogen fluoride (HF), which is formed as a by-product in the SNAr-reaction, is not trapped by any bases present but is rather trapped by both of the silane species and serves as a catalyst during the subsequent sol-gel process. The chromophoric system of the resulting xerogels is well protected against aggressive chemicals, i.e. strong acids, by the silica matrix, which predestines these materials for pigment applications. Given that a high chromophore content is highly desirable in these applications, we show that the chromophore content of the final xerogel can be varied by modification of the organosilicon precursor:TEOS ratio or by using trialkoxy-silanes bearing two or three amino functions, whereby the latter option is more favourable. Monodisperse core-shell particles with identical chromophore content but consisting of a pure silica-core and a p-nitroaniline functionalized shell with a diameter of about 200 nm can also be prepared using this advanced procedure.

Anti-Markovnikov additions to N-allylic derivatives involving ammonium-carbenium superelectrophiles

Anti-Markovnikov additions to non-conjugated unsaturated amines in superacid are reported. In situ NMR studies, DFT calculations and labelled substrates reactions support the involvement of new ammonium-carbenium superelectrophiles in this original proces

A reductive amination of carbonyls with amines using decaborane in methanol

Aldehydes and ketones were easily converted to the corresponding amines by the reaction of amines in methanol using decaborane (B10H14) at room temperature under nitrogen. The reaction is simple and efficient. The Royal Society of Chemistry 2000.

Reductive N-monoalkylation of primary aromatic amines

Primary aromatic amines 1 with a variety of ring substituents are easily converted to their N-monoalkyl derivatives 3 by a simple variation of the sodium borohydride/sulfuric acid/carbonyl compound procedure previously described for their N-permethylations. The procedure is suitable for the α-minodeuterium labelling of the new N-substituent.

Aromatic Nucleophilic Substitution of Halobenzenes with Amines under High Pressure

The nucleophilic substitution reactions of aromatic halides having electron-attracting groups on ortho or para position with various primary and secondary amines were accelerated by high pressure to give the corresponding N-substituted anilines in high yields.The bulkiness of amines affects its reactivity to lower the yields of the products.Although the secondary amines are usually less reactive than primary amines, cyclic secondary amines such as morpholine, piperidine, and pyrrolidine were found very reactive. 1,4-Diazabicyclooctane and quinuclidine gave N-quarternary ammonium halides in high yields in contrast to the low reactivity of acyclic tertiary amines.Dichloro- and trichloro-nitrobenzenes also react with diethylamine, pyrrolidine, and morpholine to give mono-, di-, and trisubstitution products depending upon the amount of amine and the position of nitro group in these chlorides.

Alkylaminonitrobenzenes by Vicarious Nucleophilic Amination with 4-(Alkylamino)-1,2,4-triazoles

A series of 4-(alkylamino)-1,2,4-triazoles transfer the alkylamino group to the 4-position of nitrobenzene and various 3-substituted nitrobenzenes, with no detectable ortho substitution.By contrast 2-nitrothiophene reacts in the 3-position and 2-nitronaphthalene in the 1-position; 1-nitronaphthalene gives a mixture of products derived from dominant 2- with some 4-substitution.The orientations are discussed and rationalized.