title: Facile synthesis of 8-azido-6-benzylaminopurine.
abstract: Bromination of 6-benzylaminopurine (1) with Br(2) in AcOH in the presence of AcONa afforded 6-benzylamino-8-bromopurine (2) in 59% yield. The position of bromination was confirmed by direct transformation of bromide 2 by reaction with NaN(3) in dimethyl sulfoxide to 8-azido-6-benzylaminopurine (3) in a yield of 70% and comparison of its properties with the known compound 2-azido-6-benzylaminopurine (11). Compounds 3 and 11 were checked for their biological activity in specific biotests based on the primary cytokinin effects in living plants. Both synthesized compounds displayed effects similar to the typical cytokinin 6-benzylaminopurine (1).
authors: Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Moscow, Russia.
authors: Mikhail Yu
authors: MY
authors: Steklov
authors: Vitali I
authors: VI
authors: Tararov
authors: Georgy A
authors: GA
authors: Romanov
authors: Sergey N
authors: SN
authors: Mikhailov
mesh_terms: D001386:Azides / Q000138:chemical synthesis* / Q000737:chemistry; D001593:Benzyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D060326:Chemistry Techniques, Synthetic / Q000191:economics / Q000379:methods*; D003583:Cytokinins / Q000138:chemical synthesis* / Q000737:chemistry; D054879:Halogenation; D010944:Plants / Q000737:chemistry*; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001386:Azides; D001593:Benzyl Compounds; D003583:Cytokinins; D011687:Purines; C480551:benzylaminopurine