133302-86-0Relevant articles and documents
Direct Synthesis of N,N-Dimethylated and β-Methyl N,N-Dimethylated amines from nitriles using methanol: Experimental and computational studies
Paul, Bhaskar,Shee, Sujan,Panja, Dibyajyoti,Chakrabarti, Kaushik,Kundu, Sabuj
, p. 2890 - 2896 (2018/04/14)
Direct and selective synthesis of N,N-dimethylated amines from nitriles using methanol as C1 building blocks is reported using an air- and moisture-stable ruthenium complex. Following this process, various aromatic as well as aliphatic nitriles were converted to the corresponding N-methylated amines. Interestingly, tandem C-methylation as well as N-methylation was achieved by introducing multiple methyl groups. The practical aspect of this process was revealed by preparative-scale reactions with different nitriles and the synthesis of anti-allergic drug "avil". Several kinetic experiments and detailed DFT calculations were carried out to understand the mechanism of this process.
Synthesis of 5-alkylidene-6-(dimethylamino)methyl-1,3-cyclohexadienes from α-substituted benzyldimethylammoniomethylides
Machida,Shirai,Sato
, p. 117 - 122 (2007/10/02)
2-Substituted 5-alkylidene-6-(dimethylamino)methyl-1,3-cyclohexadienes (E)-4 and (Z)-4 were prepared by the reaction of α,4-disubstituted dimethyl[(trimethylsilyl)methyl]benzylammonium iodides 2 with cesium fluoride. Their E-isomers were stable at room temperature and could be used in the Diels-Alder reaction. Some related reactions are also described.