Synthesis and Some Reactions of 2-(Thien-2-yl)naphtho[1,2-<i>d</i>]tiazole
Condensation of 1-aminonaphthalene with thiophene-2-carbonyl chloride in 2-propanol furnished N -(1-naphthyl)- thiophene-2-carboxamide, the treatment of which with an excess of P<sub>2</sub>S<sub>5</sub> in anhydrous pyridine led to the corresponding thioamide. Oxidation of the latter with potassium ferricyanide in an alkaline medium according to the Jacobson method yielded 2-(thien-2-yl)naphtho[1,2- d ]thiazole. The later was introduced into the electrophilic substitution reactions: nitration, bromination, formylation, and acylation. The reactions occurs exclusively at the position 5 of the thiophene ring.