抄録
8-Substituted 4, 5-dihydroacenaphth[5, 4-d]oxazole derivatives were prepared from 4-nitro-5-hydroxyacenaphthene (III) synthesized from 4-nitro-5-acetamido- (I) or 4-nitro-5-amino-acenaphthene (II). Reduction of (III) to form 4-amino-5-hydroxy compound (IV) was attempted but (IV) was extremely labile and was not isolated. Reduction products of 4-nitro-5-acyloxy compound (V and VI) were also labile like (IV). 8-Methyl-oxazole compound (VIII) was prepared by reductive cyclization of (III) with zinc dust in acetic anhydride but in this reaction, the diacetyl compound (IX) of (IV) was formed at the same time. In order to prepared oxazole compounds other than (VIII), (III) was reduced with stannous chloride and the chlorostannate (X) thereby formed was decomposed with sodium acetate in acetic acid, reacting with acid chloride at the same time, and the objective 8-substituted oxazole compound was finally obtained. In this case also, diacyl compounds of the corresponding (IV) were produced. Ultraviolet and infrared spectra of the compounds prepared were measured.
