86328-33-8Relevant academic research and scientific papers
Synthesis and Mass Spectra of Some Substituted 2-(2'-Benzazolylamino)pyrimidines
Singh, S. P.,Prakash, Indra,Tomer, R. K.,Prakash, O. M.,Sawhney, S. N.
, p. 37 - 42 (2007/10/02)
Three series of title compounds, viz. 2-(2'-benzazolylamino)-4,6-dimethylpyrimidines (I), 2-(2'-benzazolylamino)-4-hydroxy-6-methylpyrimidines (II) and 2-(2'-benzazolylamino)-5,6-cyclopenteno-4-hydroxypyrimidines (III) have been synthesized by condensing 2-guanidinobenzazoles (V) with pentane-2,4-diones, ethyl acetoacetates and 2-carbethoxycyclopentanone, respectively.Mass spectra studies reveal that there is an initial fragmentation of pyrimidine ring in I via two competitive processes involving either the loss of methyl cyanide followed by methyl group or vice versa.This mode of fragmentation, however, is completely suppressed in the presence of a methoxyl substituent in the benzothiazole ring which triggers an alternative low-energy pathway.No loss of methyl cyanide or methyl group has been ovbserved in the mass spectra of II, rather the pyrimidine ring undergoes fission resulting in the initial loss of formyl radical.Several of these compounds exhibit significant anti-inflammatory activity.
