81765-87-9Relevant academic research and scientific papers
Studies on Pyrimidine Derivatives. XXIV. Synthesis of 3-Substituted 1,2,4-Triazines by Nucleophilic Substitution
Konno, Shoetsu,Yokoyama, Masaaki,Kaite, Akiko,Yamatsuta, Ikuko,Ogawa, Shigeru,et. al.
, p. 152 - 157 (2007/10/02)
The potassium permanganate oxidation of 3-methylthio-5,6-diphenyl-as-triazine in the presence of a phase-transfer catalyst afforded 3-methylsulfonyl-5,6-diphenyl-as-triazine.The 3-sulfonyl-as-triazine readily reacted not only with active methylene compounds but also with methyl or methylene ketones under basic conditions, and 5,6-diphenyl-as-triazines containing a functionalized carbon substituent at the 3-position were obtained.Similarly, 2-substituted 4,6-dimethylpyrimidines were synthesized by the nucleophilic substitution of 4,6-dimethyl-2-phenylsulfonylpyrimidine with various ketones.
STUDIES ON as-TRIAZINE DERIVATIVES. II. A RING-CLEAVAGE REACTION OF 3-TRICHLOROMETHYL-5,6-DIPHENYL-1,2,4-TRIAZINE AND RELATED COMPOUNDS.
Konno, Shoetsu,Yokoyama, Masaaki,Yamanaka, Hiroshi
, p. 1865 - 1868 (2007/10/02)
3-Chloromethyl- (4), 3-dichloromethyl- (3), and 3-trichloromethyl-5,6-diphenyl-1,2,4-triazine (2) were synthesized from 3-methyl-5,6-diphenyl-1,2,4-triazine (1).The reaction of 4 with sodium ethoxide in ethanol simply afforded the corresponding 3-ethoxymethyl compound.In contrast to this reaction, when 2 and 3 were treated with sodium alkoxide, an unexpected ring-cleavage reaction occured instead of simple nucleophilic attack to chloromethylgroups.The structure of the products and the reaction mechanism are discussed.
