34899-99-5Relevant articles and documents
Direct Synthesis of β-Aminoenals through Reaction of 1,2,3-Triazine with Secondary Amines
Qui?ones, Ryan E.,Glinkerman, Christopher M.,Zhu, Kaicheng,Boger, Dale L.
supporting information, p. 3568 - 3571 (2017/07/17)
Simple and direct nucleophilic addition of secondary amines, including imidazole, to 1,2,3-triazine under mild reaction conditions (THF, 25-65 °C, 12-48 h), requiring no additives, cleanly provides β-aminoenals 4 in good yields (21 examples, 31-79%). The
Studies on Peroxidized Lipids. I. Interaction of Malondialdehyde with Secondary Amines and Its Relevance to Nitrosamine Formation
Kikugawa, Kiyomi,Tsukuda, Koichi,Kurechi, Tsutao
, p. 3323 - 3331 (2007/10/02)
Malondialdehyde (MDA) reacted with secondary amines (dimethylamine, diethylamine, piperidine, pyrrolidine and morpholine) at 37 deg C under mild acidic or neutral conditions to yield β-dialkylaminoacroleins (1-5) of trans, s-trans conformation.The optimal pH of the reaction was 3-5, and the yields were 15-55percent in a 6 hr incubation.The acroleins (1-5) were unstable under acidic and alkaline conditions, and produced a pink color on reaction with 2-thiobarbituric acid. β-Dimethylaminoacrolein (1) could be readily nitrosated in the acidic pH range to produce N-nitrosodimethylamine, and the rate of nitrosamine formation from 1 at pH 5.0 was much higher than that from dimethylamine; this is consistent with earlier observations of the stimulating effect of MDA on nitrosamine formation.Keywords-malondialdehyde; β-dimethylaminoacrolein; β-diethylaminoacrolein; β-piperidinoacrolein; β-pyrrolidinoacrolein; β-morpholinoacrolein; β-dialkylaminoacrolein formation; N-nitrosodimethylamine formation; 2-thiobarbituric acid test.
