2095-73-0

Upstream product

• 591-50-4 iodobenzene 
• 6291-84-5 N-Methyl-1,3-propanediamine 
• 134221-63-9 1-Methyl-3-(4-nitro-phenyl)-2-phenyl-3,4,5,6-tetrahydro-pyrimidin-1-ium; iodide 
• 134221-66-2 1-Methyl-2-(4-nitro-phenyl)-3-phenyl-3,4,5,6-tetrahydro-pyrimidin-1-ium; iodide 
• 142-04-1 aniline hydrochloride 
• 96690-06-1 3-methyl-1,3-oxazinan-2-one 
• 67614-30-6 N-Methyl-N-(3-phenylamino-propyl)-benzamide 

Relevant academic research and scientific papers

Use of tetrahydro-2H-1,3-oxazinones as aminopropylation agents

Treatment of tetrahydro-2H-1,3-oxazin-2-one (1) or the 3-methyl derivative 2 with aniline salts or thiophenols at 180°C affords the corresponding N-aryl-1,3-propanediamines 3 or 3-(arylthio)propanamines 4 in good yields.

A Nanocrystal Catalyst Incorporating a Surface Bound Transition Metal to Induce Photocatalytic Sequential Electron Transfer Events

Heterogeneous photocatalysis is less common but can provide unique avenues for inducing novel chemical transformations and can also be utilized for energy transductions, i.e., the energy in the photons can be captured in chemical bonds. Here, we developed a novel heterogeneous photocatalytic system that employs a lead-halide perovskite nanocrystal (NC) to capture photons and direct photogenerated holes to a surface bound transition metal Cu-site, resulting in a N-N heterocyclization reaction. The reaction starts from surface coordinated diamine substrates and requires two subsequent photo-oxidation events per reaction cycle. We establish a photocatalytic pathway that incorporates sequential inner sphere electron transfer events, photons absorbed by the NC generate holes that are sequentially funneled to the Cu-surface site to perform the reaction. The photocatalyst is readily prepared via a controlled cation-exchange reaction and provides new opportunities in photodriven heterogeneous catalysis.

Ring Opening Reaction of 1,2-Diaryl-3-methyl-1,4,5,6-tetrahydropyrimidinium Salts with Metal Hydride Complexes

The reaction of a series of 1,2-diaryl-3-methyl-1,4,5,6-tetrahydropyrimidinium iodides 1 with reducing agents acting by hydride ion transfer was studied.With excellent yields alkaline borohydrides readily reacted to form N'-aryl-N-benzyl-N-methyltrimethylenediamines 3 by reductive cleavage of the intermediate hexahydropyrimidine 2.Ring opening is explained by the formation of a stabilized iminium ion, which also accounts for the cyclic aminal 2 hydrolysis observed in alcoholic solution after gradual addition of borohydride.Reactions with lithium aluminum hydride or with borane failed to render satisfactory results due to insolubility of the salt in solvents commonly employed.Comparisons are made with the behaviour of 1H-4,5-dihydroimidazolium salts which were studied in an earlier paper.