74414-82-7Relevant academic research and scientific papers
Preparation of Heteroarenecarbonitriles by Reaction of Haloheteroarenes with Potassium Cyanide Catalyzed by Sodium p-Toluenesulfinate
Miyashita, Akira,Suzuki, Yumiko,Ohta, Kiyono,Higashino, Takeo
, p. 345 - 356 (2007/10/02)
Several heteroarenecarbonitriles were prepared by reaction of haloheteroarenes with potassium cyanide catalyzed by sodium p-toluenesulfinate (1) or sodium methanesulfinate (2).In the reaction pathway, the cyanation proceeds through the formation of the su
Triazolo[4,5-d]pyrimidines. XII. Reactions of 6-benzoyl-6,7-dihydro-3-phenyl-3H-1,2,3-triazolo-[4,5-d]pyrimidines (triazolopyrimidine Reissert compounds) with acid, base, and electrophile
Tanji,Sato,Kanamura,Iijima,Miyashita,Higashino
, p. 513 - 517 (2007/10/02)
In the treatment of 6-benzoyl-6,7-dihydro-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine-7-car bonitrile (1, triazolopyrimidine Reissert compound) and 6-benzoyl-6,7-dihydro-5-methyl-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimid ine-7-carbonitrile (2,5-methyltriazolopyrimidine Reissert compound) with an acid, the ring fission of the pyrimidine ring proceeded to give the triazole derivatives (3-7). Alkaline hydrolysis of 2 and 1 gave 5-methyl-3-phenyl- (10) and 3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidines (9), respectively. The anions, generated from 1 and 2 with sodium hydride (NaH), underwent aromatization to give the 3H-1,2,3-triazolo[4,5-d]pyrimidine-7-carbonitriles (12 and 14). Compounds 1 and 2 reacted with arylaldehydes in the presence of NaH to give corresponding 3H-1,2,3-triazolo[4,5-d]pyrimidin-7-ylmethyl benzoates (15 and 17).
Triazolopyrimidines. V. The Nucleophilic Substitution of 7-Chloro- and 7-(p-Tolylsulfonyl)-3-phenyl-3H-1,2,3-triazolopyrimidines
Higashino, Takeo,Katori, Tatsuhiko,Kawaraya, Hideji,Hayashi, Eisaku
, p. 337 - 343 (2007/10/02)
The substitution reaction of 7-chloro- (1) and 7-(p-tolylsulfonyl)-3-phenyl-3H-1,2,3-triazolopyrimidines (2) with various nucleophiles (NuH or Nu(-)) was carried out.The reaction of 1 with amines (NuH-1 to NuH-11) gave 7-(N-substituted amino)-3-phe
