Synthesis and Crystal Structure of 1,2-Bis(1-phenyl-3-methylthio- 4-iminopyrazolo[3,4-d]pyrimidin-5-yl) ethane

1 INTRODUCTION As purine analogs, pyrzolo3,4-d]pyrimidines have anti-tumor1], antibacterial2] and anti-leukemic activities3,4]. Few of these, however, have been studied for pesticidal activity. It is reported that some substituted pyrzolo3,4-d]pyrimidines have good fungicidal activity5~7]. These prompted us to study pyrazolo3,4-d]pyrimidines analogs further. It is shown that two possible products can be formed in the reaction of ethyl N-pyrazolylformimidate with alkylamines as sh…

Synthesis and Crystal Structure of 1,2-Bis(1-phenyl-3-methylthio- 4-iminopyrazolo[3,4-d]pyrimidin-5-yl) ethane

The title compound 1,2-bis(1-phenyl-3-methylthio-4-iminopyrazolo3,4-d] pyrimidin-5-yl)ethane (C26H24N10S2, Mr = 540.67) was obtained by the reaction of (1-phenyl-4- cyano)pyrazol-5-yliminomethyl ethyl ether with ethyldiamine. The crystal is monoclinic, space group P21/c with a = 10.460(2), b = 8.004(2), c =15.434(3) ? b = 90.803(3)? V = 1292.1(4) 3, Z = 2, Dc = 1.390 g/cm3, F(000) = 564, m(MoKa) = 0.24 mm-1, R = 0.0560 and wR = 0.1344 for 2286 observed reflections (I > 2s (I)). In this compound the dihedral angle between the plane defined by C(2), N(1), N(2), C(3), C(6), N(3), C(4), N(4), C(5) and N(5) atoms and the phenyl ring is 34.78? The six-membered ring consisted of C(3), N(3), C(4), N(4), C(5) and C(6) atoms forms a p67 configuration in which the N(4) atom is sp2 hybrid. There exist weak hydrogen bonds between S(1) and N(5) atoms (NHS, 3.430 ?.