91620-72-3

Upstream product

• 123-75-1 pyrrolidine 
• 15074-61-0 pyridine-3,5-dicarbonyl dichloride 
• 138965-40-9 1-Benzyl-3,5-bis(1-pyrrolidinylcarbonyl)pyridinium chloride 
• 100-44-7 benzyl chloride 

Downstream Products

• 138965-41-0 1-Benzyl-3,5-bis(1-pyrrolidinylcarbonyl)-3,4-dihydro-2(1H)-pyridinone 
• 138965-40-9 1-Benzyl-3,5-bis(1-pyrrolidinylcarbonyl)pyridinium chloride 

Relevant academic research and scientific papers

Mechanism of Carboxylic Acid-Catalyzed Reduction of Substituted Nitrosobenzenes by 1-Benzyl-3,5-bis(1-pyrrolidinylcarbonyl)-1,4-dihydropyridine in Acetonitrile

Mechanism of carboxylic acid-catalyzed reduction of substituted nitrosobenzenes by 1-benzyl-3,5-bis(1-pyrrolidinylcarbonyl)-1,4-dihydropyridine has been studied in acetonitrile at 25 deg C.The major product was hydroxylamine when the dihydropyridine was used in excess over nitrosobenzene, while that was azoxybenzene in the reverse case.The observed second-order rate constant kR2 are dependent on acid concentration in a first-order manner with the acid-catalyzed third-order rate constant kRH.The Hammett relationship for kRH for substituted nitrosobenzenes gave a ρ=-0.93.The Broensted plot of log kRH vs. pKa of acids gave a straight line with a slope of -0.34.The deuterium isotope effect for the catalysis by dichloroacetic acid was found to be kRH/kRD=2.80.These results indicate that a general acid catalysis by carboxylic acids plays an important role in the reduction of nitrosobenzene by dihydropyridine in acetonitrile.

ACID CATALYZED REDUCTION OF NITROSOBENZENE BY 3,5-DIPYRROLIDINOCARBAMOYL-N-BENZYL-1,4-DIHYDROPYRIDINE AS A NADH ANALOG

Acid catalyzed reduction of substituted nitrosobenzenes to the hydroxylamines by 3,5-dipyrrolidinocarbamoyl-N-benzyl-1,4-dihydropyridine has been studied in anhydrous acetonitrile.