81261-68-9Relevant articles and documents
A novel hydride-mediated reductive rearrangement of amide: a facile synthesis of pyrimidyl and triazinyl amines
Chen, Xiang,Wu, Jun,Shang, Zhicai,Chen, Meifeng,Sun, Yanping,Lv, Jing,Lei, Meikang,Zhang, Peizhi
, p. 495 - 499 (2008/04/13)
LiAlH4 and NaBH4 were found to mediate the conversion of 2-(pyrimidyl-2-ylsulfanyl)-N-arylbenzamides and 2-(triazinyl-2-ylsulfanyl)-N-arylbenzamides into pyrimidyl and triazinyl amines under notably mild conditions via a novel reductive rearrangement mechanism. These reactions invent a new route to prepare amines, which are a kind of important biologically active compounds and provide the first insight into a novel hydride-promoted reductive rearrangement of amides.
Dimroth-Type Ring Transformation of 1,4,6-Trisubstituted-2(1H)-Pyrimidinethiones with Ammonia and Primary Alkyl Amines
Kashima, Choji,Katoh, Akira,Yokota, Yuko,Omote, Yoshimori
, p. 1942 - 1946 (2007/10/02)
1,4,6-Trisubstituted-2(1H)-pyrimidinethiones (Ia-k) underwent Dimroth-type ring transformation with ammonia and prymary alkyl amines in the presence of silver perchlorate to afford 2-(N-substituted)aminopyrimidines (IIa, c, d, f, j, k) and pyrimidinium perchlorates (IIIa-c, e-j), respectively.Furthermore, pyrimidinium perchlorates (III) were converted into 2(1H)-pyrimidinones (IV) in high yields by hydrolysis with concentrated hydrochloric acid.Keywords --- Dimroth-type ring transformation reaction; ammonia; primary alkyl amines; 2-(N-substituted)aminopyrimidines; silver perchlorate; 2-(N-substituted)aminopyrimidinium perchlorates; hydrolysis; concentrated hydrochloric acid