1-Aza 8-(oxa or aza) spiro (4,4) nonanes prodn. - by reacting an amine with a dienophile and maleic anhydride or imide

摘要

New spiro heterocycles of formula (I) are prepd. reacting Schiff's bases (II) with (a) an excess of dienophile or dipolar cpd. (III) and (b) a second dienophile (IV) more reactive than (III). (In the formulae R1-3 is organic gps., or R1+R2 and/or R1+R3 may together form rings; X and Y are C atoms joined by single or double bonds in (I) or double or triple bonds in (III), =1 of them being substd. by an electron attracting gp., any other valencies being satisfied by H or organic gps., Z is O or NR4, with R4=H or an organic gp.). Conversion products of (I), e.g. the redn. product formed by converting the 6 and 8 oxo gps. to CH2, have pharmacodynamic activity (no details). 3,4-Trans-dicarbethoxy-1-methyl-6,8-dioxo-2,7-diphenyl-1,7-diazas- piro (4,4)nonane is prepd. in 16% yield by reacting 11.92 g N-benzylidene methylamine, 200ml diethyl fumarate and 17.32g N-phenylmaleimide.