Reaction of 7-(2-mesyloxy-2-phenylethyl)theophylline with amines: Synthesis of 1,2,3,6-tetrahydro-6-imino-2-oxo-7H-purine derivatives.
Theophylline was converted to 7-(2-phenyl-2-methanesulfonyloxy)ethyl congener and the product was treated with ammonia or primary amines in a mixture solution of water and organic solvents. Two products were proven to be the styrene analogue and 7-(2-amino-2-phenylethyl)theophylline. The structure of the third product was elucidated as the 1,2,3,6-tetrahydro-6-imino-2-oxo-7H-purine derivatives by spectroscopic analysis including HMBC correlation and X-ray crystallography.
Kozai
S
S
Institute of Pharmacognosy, Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan.
Ogimoto
K
K
Okamoto
H
H
Maruyama
T
T
D000588:Amines / Q000737:chemistry*; D008698:Mesylates / Q000138:chemical synthesis* / Q000737:chemistry; D010726:Phosphodiesterase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D013806:Theophylline / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry
C476352:7-(2-mesyloxy-2-phenylethyl)theophylline; D000588:Amines; D008698:Mesylates; D010726:Phosphodiesterase Inhibitors; D013806:Theophylline