Novel synthesis and reactions of 1,4,7-trimethyl-4,5,7,8-tetrahydro-6H-imidazo[4,5-<i>e</i>][1,4]diazepine-5,8-dione — a cyclic caffeine analog

Abstract

The synthesis of a cyclic homolog of caffeine is reported. Its 2-nitro- and 2-amino derivatives were obtained for the first time. It was shown that the 2-bromo and 2-chloro substituted cyclic homologs react with nucleophiles under basically identical conditions. Whereas 8-bromocaffeine can give a normal Ullman reaction product via heating with powdered copper in ethylene glycol, the homolog gives only a reduction product and does not react with potassium thiocyanate or cyanide.

How to Cite
 Ivanov, É. I. Chem. Heterocycl. Compd. 1998, 34, 719. [Khim. Geterotsikl. Soedin. 1998, 34, 824.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02252283