Efficient synthesis of new 6-nitrobenzothiazoles using microwave irradiation

Abstract

2-Chloromethyl-6-nitrobenzothiazole 2 is obtained by cyclocondensation of 2-aminobenzenethiol and chloroacetic acid. This product allows the synthesis of 2-alkyl-6-nitrobenzothiazoles 5, 17-24 under microwave activation via an electron transfer reaction by successive C-alkylation of nitronate anions 3, 6-13 and nitrous acid elimination.