Perimidine-2-carbaldehyde

Abstract

Perimidine-2-carbaldehyde has been prepared and found to consist of a mixture of the free aldehyde (1a) and the dimeric cyclic hemiaminal (2) in the solid state. This dimerization is analogous to that observed in many N-unsubstituted azole aldehydes. The aldehyde (1a) initially forms as the hydrate (1c) on hydrolysis of its diethyl acetal.     The condensation of imidates or imidate salts with 1,8- diaminonaphthalene is a useful route to 2-substituted perimidines or their salts.