An efficient route to novel 4,5-di- and 2,4,5-tri substituted imidazoles from imidazo[1,5-a]-1,3,5-triazine (5,8-diaza-7,9-dideazapurine) derivatives.
Two new types of imidazole derivatives: N-(2-R1-5-R2-1H-imidazol-4-yl) thioureas 7a-g and N-(2-R1-5-R2-1H-imidazol-4-yl) formamides 8b,c,g were obtained in high yields by the hydrolytic degradation of 6-R1-8-R2-2-thioxo-2,3-dihydroimidazo[1,5-a]-1,3,5-triazin-4(1H)-ones 5a-g and 6-R1-8-R2-imidazo[1,5-a]-1,3,5-triazin-4(3H)-ones 6b,c,d, respectively. The tautomeric preferences of the new imidazoles were determined.
Golankiewicz
Bozenna
B
Institute of Bioorganic Chemistry, Polish Academy of Sciences, Poznan, Poland. bogolan@ibch.poznan.pl
Januszczyk
Piotr
P
Zeidler
Joanna
J
Popenda
Mariusz
M
D007093:Imidazoles / Q000138:chemical synthesis*; D011687:Purines / Q000737:chemistry*
D007093:Imidazoles; D011687:Purines