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The ability of urea anions to react as nucleophiles with alkoxy derivatives of 1,3,7‐triazapyrenes has been investigated. It was found that against all expectations, the products of the substitution of an alkoxy groups (SNipso) by amino group were isolated in good yields. The reactions proceed in anhydrous dimethyl sulfoxide solution at room temperature. But when anions of the mono‐substituted ureas containing bulky substituents were used, the first products of the earlier unknown SNAr reactions of alkyl carbamoyl amination were obtained.

The treatment of 6,8-dialkoxy-1,3,7-triazapyrenes with sodium acylamides in DMSO at room temperature resulted in ipso substitution of one alkoxy group with amide group, giving 8-acylamino-6-alkoxy-1,3,7-triazapyrenes. The reaction at 65-70°C proceeded as a tandem S N Ar ipso -S N 2 process, leading to the formation of 8-acylamino-6-oxo-6,7-dihydro-1,3,7-triazapyrenes.