79051-08-4Relevant academic research and scientific papers
Access to variously substituted 5,6,7,8-tetrahydro-3H-quinazolin-4-ones via Diels-Alder adducts of phenyl vinyl sulfone to cyclobutene-annelated pyrimidinones
Dalai, Suryakanta,Belov, Vladimir N.,Nizamov, Shamil,Rauch, Karsten,Finsinger, Dirk,De Meijere, Armin
, p. 2753 - 2765 (2007/10/03)
Under basic conditions (Et3N, dioxane), the aromatic amidines 4 and also S-methylisothiourea 4g cleanly undergo Michael addition to methyl 2-chloro-2-cyclopropylideneacetate (5), followed by intramolecular nucleophilic substitution, cyclopropyl
Pyrimidine Derivatives. II. New Synthesis and Reactions of 4-Amino-2-methylthiopyrimidine Derivatives
Sekiya, Tetsuo,Hiranuma, Hidetoshi,Uchide, Masayuki,Hata, Shunsuke,Yamada, Shun-Ichi
, p. 948 - 954 (2007/10/02)
4-Amino-2-methylthiopyrimidine derivatives (4) were synthesized by the cyclization of 3-cyano-2-methylisothiourea (2) with ketones (3).Oxidation of 4 produced 4-amino-2-methylsulfinyl or 2-methylsulfonylpyrimidine derivatives (7 or 8).Amination of 7 or 8 gave hypoglycemic 2-(1-piperazinyl)pyrimidines (1).Compounds 4 were converted to 4(3H)-pyrimidinone derivatives (12).Derivatives 1 were also synthesized via 12.Keywords - hypoglycemic drug; base-catalyzed cyclization; 3-cyano-2-methylisothiourea; 4-amino-2-methylthiopyrimidines; 4-amino-2-methylthio-5,6,7,8-tetrahydroquinazoline; 2-methylthio-4(3H)-pyrimidinones; 2-methylsulfinylpyrimidines amination; 2-methylsulfonylpyrimidines amination
