63384-03-2

Usage

General Description

2,5-Pyrrolidinedione, 1-[[(4-methoxyphenyl)amino]methyl]- is a chemical compound with the molecular formula C13H16N2O3. Also known as Amodiaquine, it is an antimalarial medication used to treat and prevent malaria caused by certain types of parasites. Amodiaquine works by interfering with the growth of the parasites in the red blood cells of the body. It is often used in combination with other antimalarial drugs for more effective treatment. However, it is not recommended for individuals with certain medical conditions, and its use should be closely monitored by a healthcare professional.

Upstream product

• 123-56-8 Succinimide 
• 50-00-0 formaldehyd 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 5961-59-1 N-methyl-N-(4-methoxyphenyl)amine 

Relevant academic research and scientific papers

N-Demethylation of N,N-Dimethylanilines by the benzotriazole N-Oxyl radical: Evidence for a two-step electron transfer-proton transfer mechanism

"Chemical Equation Presented" The reaction of the benzotriazole N-oxyl radical (BTNO) with a series of 4-X-N,N-dimethylanilines (X = CN, CF 3, CO2CH2CH3, CH3, OC6H5, OCH3) has been investigated in CH 3CN. Product analysis shows that the radical, 4-X-C6H 4N(CH3)CH2·, is first formed, which can lead to the N-demethylated product or the product of coupling with BTNO. Reaction rates were found to increase significantly by increasing the electron-donating power of the aryl substituents (p+ = -3.8). With electron-donating substituents (X = CH3, OC6H5, OCH3), no intermolecular deuterium kinetic isotope effect (DKIE) and a substantial intramolecular DKIE are observed. With electron-withdrawing substituents (X = CN, CF3, CO2CH2CH 3), substantial values of both intermolecular and intramolecular DKIEs are observed. These results can be interpreted on the basis of an electron-transfer mechanism from the N,N-dimethylanilines to the BTNO radical followed by deprotonation of the anilinium radical cation (ET-PT mechanism). By applying the Marcus equation to the kinetic data for X = CH3, OC 6H5, OCH3 (rate-determining ET), a reorganization energy for the ET reaction was determined (λ BTNO/DMA= 32.1 kcal mol- 1). From the self-exchange reorganization energy for the BTNO/BTNO- couple, a self-exchange reorganization energy value of 31.9 kcal mol-1 was calculated for the DMA·+/DMA couple.

Synthesis and oxidative ring contraction of 1,5,3,7-dichalcogenadiazocanes. Novel formation of 1,2,4-diselenazolidines, 1,2,4-ditellurazolidines, and 1,2,3,4,5,7-pentathiazocanes

1,5,3,7-Dithiadiazocanes, 1,5,3,7-diselenadiazocanes, and 1,5,3,7-ditelluradiazocanes were prepared from a primary amine, formalin, and H2S, NaSeH, or NaTeH, respectively. Oxidation of 1,5,3,7- diselenadiazocanes and 1,5,3,7-ditelluradiazocanes using NBS efficiently afforded 1,2,4-diselenazolidines or 1,2,4-ditellurazolidines, respectively. In contrast, treatment of 1,5,3,7-dithiadiazocanes with bromine-elemental sulfur or disulfur dichloride (S2Cl2) afforded 1,2,3,4,5,7- pentathiazocanes. An unusual oxidative conversion of 1,5,3,7- dichalcogenadiazocanes into these products was assumed to proceed through in situ formation of 1,5,3,7-dichalcogenadiazabicyclo[3.3.0]octane-type dications.