Home Chemistry Heterocyclic Building Blocks Tetrahydroisoquinolines Isoquinoline-1,3(2H,4H)-Dione
Hydrolysis: Phthalimide can be hydrolyzed in acidic or basic conditions. In acidic conditions, the carbonyl groups are converted to carboxylic acid groups. In basic conditions, it forms the corresponding substituted primary amine.
Reduction: Phthalimide can be reduced to form the corresponding cyclic diamine, known as isoquinoline. This can be achieved using reducing agents like lithium aluminum hydride (LiAlH4) or other strong reducing agents.
Grignard Reaction: Phthalimide can react with a Grignard reagent (RMgX) to give a substituted phthalimide. The resulting product can be further manipulated through additional reactions.
Cyclization Reactions: Phthalimide can undergo intramolecular reactions with appropriate functional groups to form various cyclic compounds. For example, it can undergo cyclization reactions with amines or alcohols to form fused-ring systems.
Amination Reactions: Phthalimide can be used as a source of nitrogen in various amination reactions. For example, it can react with a nucleophile in the presence of a suitable base to introduce an amino group.
Michael Addition: Phthalimide can participate in Michael addition reactions as a Michael acceptor, reacting with nucleophiles like enolates or other nucleophiles with an alpha hydrogen.
Oxidation: Phthalimide can be oxidized to form the corresponding dicarboxylic acid, which contains two carboxylic acid groups.
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4,4-Dimethyl-1,2,3,4-tetrahydroisoquinoline-1,3-dione
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3-(1,3-Dioxo-3,4-dihydroisoquinolin-2(1H)-yl)propanoic acid
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