Studies on Aminobutenolide Compounds. I. The Reaction of <I>o</I>-Phthalaldehydic Acid with Amino Compounds

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An investigation was made on the reaction between o-phthalaldehydic acid (II) and various primary amino compounds.<BR>The reaction with aromatic amines afforded 3-atylaminophthalides (IIIa-j) in good yield. However, the reaction with aliphatic amines did not afford expected III type compounds, but 3, 3'-(N-alkylimino) diphthalides (VIa-d). Similar type compounds (XIa-e) were prepared from ureas, acetamide, and ethyl carbamate.<BR>3-Chlorophthalide (V) reacted with aniline to afford IIIa, but with aliphatic amines, 3-hydroxy-N-alkylphthalimidines (I Xa-d).

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