2‐Alkyl‐1(2‐formylphenyl‐N‐alkyliminomethyl)isoindoles were prepared by the reaction of o‐phthaldehyde with primary amines in 99% ethanol at 0°. 2‐Alkyl‐3‐alkyliminoisoindolinones were isolated from the reaction mixture as by‐products. Their formation mechanism is proposed.
From 2,3,4‐Trisubstituted oxazolium‐5‐oxides and 2‐methyl‐, 2‐phenyl‐ or 2‐bromo‐1,4‐benzoquinone 1,2,3,5‐tetrasubstituted 2H‐isoindole ‐4,7‐dione derivatives were prepared. These compounds were condensed with 2‐aminobenzenethiol to produce 1,2,3‐trisubstituted or 1,2,3,5‐tetrasubstituted 4H‐pyrrolo[3,4‐a]phenothiazin‐4‐one derivatives. In the case of 1,2,3‐trisubstituted 5‐methyl‐2H‐isoindole‐4,7‐dione 1,2,3,5‐tetrasubstituted 7‐(2‐mercaptophenyl)imino‐2H‐isoindole‐4‐one was obtained instead of the expected phenothiazinones.
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