122475-64-3Relevant academic research and scientific papers
Purines. VIII. Reactions of 1-Benzoyl-1,6-dihydro-9-phenyl-9H-purine-6-carbonitrile (9-Phenylpurine Reissert Compound) with Acid, Bases, and Electrophiles
Tanji, Ken-ichi,Sato, Susumu,Miyashita, Akira,Oishi, Etsuo,Higashino, Takeo
, p. 187 - 189 (2007/10/02)
1-Benzoyl-1,6-dihydro-9-phenyl-9H-purine-6-carbonitrile (1, 9-phenylpurine Reissert compound) was hydrolyzed in an acid medium to give the ring fission product of the pyrimidine ring (3, 4).Alkaline hydrolysis of 1 gave 9-phenyl-9H-purine (2) and benzoic acid (5).The anion of 1 generated from 1 and sodium hydride in tetrahydrofuran underwent aromatization, resulting in the formation of 9-phenyl-9H-purine-6-carbonitrile (6) together with 2.The reaction of 1 with aromatic aldehydes in the presence of sodium hydride proceeded to give the 6-purinylmethyl benzoates (8a-c), together with 2 and 9.On the other hand, the reaction of 1 with 2,4-dinitrochlorobenzene in the presence of sodium hydride failed to give the corresponding 6-arylpurine, and the aromatization product 6 was obtained.Keywords - 9H-purine; Reissert compound anion; 9H-purin-6-ylmethyl benzoate
