Reactions of acetonedicarboxylic anhydride (tetrahydropyrantrione) and its mono- and di-acetyl derivatives with amines
作者:A. K. Kiang、S. F. Tan、W. S. Wong
DOI:10.1039/j39710002721
日期:——
Acetonedicarboxylic acid reacts with acetic anhydride to give acetonedicarboxylic anhydride (I), its α-acetyl derivative (II), and its α,α′-diacetyl derivative (III). With aniline, compounds (I) and (II) reacted to give acetoacetanilide and 3,5-dioxo-4-carboxyhexanilide (IVb), respectively; compound (III) yielded the anils (IXa) and (Xa). Compound (IXa) isomerised in concentrated sulphuric acid to
丙酮二羧酸与乙酸酐反应,得到丙酮二羧酸酐(I),其α-乙酰基衍生物(II)和其α,α'-二乙酰基衍生物(III)。化合物(Ⅰ)和(Ⅱ)与苯胺反应,分别得到乙酰乙酰苯胺和3,5-二氧代-4-羧基己腈(IVb)。化合物(III)产生了茴香(IXa)和(Xa)。在浓硫酸中,化合物(IXa)异构化为在几个方面类似于苯胺基氢乙酸(XII)的羧基苯胺基氢乙酸(XV)。加热时,化合物(IXa),(Xa)和(XV)经历了类似的跨环重排。