A straightforward approach for the synthesis of diverse derivatives of a novel selenium containing heterocyclic system [1,3]selenazolo[4,5-d]pyrimidine-5(4H)-thione using phenyl isothiocyanates

In the recent years, selenazoles have been reported to have very unique chemical and biological properties such as inactivation of free radicals,1 antioxidant,2 cancer cell proliferation 3 and protein kinase activation 4. In view of the importance of these heterocyclic cores, many synthetic methodologies have been reported in the literature 5. Herein, we wish to report a one-pot procedure for the synthesis of various derivatives of [1,3]selenazolo[4,5-d]pyrimidine-5(4H)-thione as a novel selenium containing heterocyclic system. These potential pharmacologically active derivatives 3 (a-i) were synthesized via heterocyclization of 4-amino-2-(sec-amin substituted)-5-carbonitrile-1,3-selenazoles 1 (a-c) with various phenyl isothiocyanates 2 (a-c) in the presence of pyridine in excellent yields. The structural assignments of all the newly synthesized compounds are based upon spectroscopic and microanalytical data.

Keywords:

Selenazoles , Phenyl isothiocyanates , One-pot procedure , Selenium containing heterocyclic system