Spiro Heterocyclic Compounds. I. Synthesis of Spiro-[imidazolidine-4, 3'-INDOLINE]-2, 2', 5-triones

Abstract

1'-Substituted spiro [imidazolidine-4, 3'-indoline]-2, 2', 5-triones (5-8) were prepared by the reaction of 1-substituted indoline-2, 3-diones with KCN and (NH₄)₂ CO₃. The reaction of indoline-2, 3-diones with KCN and amines afforded 3-amino-3-cyanoindolin-2-ones (9-11), which on reacting with KOCN, only 9 gave 3-methyl derivative of the spiro compound (16). By the methylation of 6 with (CH₃)₂SO₄, 1', 3-dimethyl-(17) and 1, 1', 3-trimethyl-spiro [imidazolidine-4, 3'-indoline] compound (18) were obtained.