Chemistry of Heterocyclic Compounds p. 877 - 881 (1980)
Update date:2022-08-03
Topics:
Priimenko, B. A.
Garmash, S. N.
Romanenko, N. I.
Klyuev, N. A.
Sheinkman, A. K.
A mixture containing 65percent 1-methyl-2-phenyl-5,7-dichloro- and 35percent 1-methyl-2-phenyl-3,5,7-trichloroimidazo<1,2-f>purine (the percentages of the components were established by means of chromatographic mass-spectrometric analysis) was obtained by refluxing 1,8-dimethyl-2-phenylimidazo<1,2-f>xanthine in POCl3 in the presence of excess PCl5.Reduction of this mixture with concentrated HCl in the presence of red phosphorus leads to 1-methyl-2-phenylimidazo<1,2-f>purine, while heating with piperidine gives a mixture consisting of 55percent 1-methyl-2-phenyl-6-piperidino-8-chloroimidazo<1,2-f>purine and 45percent 1-methyl-2-phenyl-3,8-dichloro-6-piperidinoimidazo<1,2-f>purine.The IR, PMR, and mass spectra of the compounds obtained are discussed.
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Doi:10.1021/ja01252a503
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