Phthalimides - Organic chemistry

The standard method for cleavage of the N-substituted phthalimide is with hydrazine hydrate, effective under milder conditions than acid or base hydrolysis. Other hydrazines and primary amines have also been successful, e.g. methylhydrazine or N,N-dimethylpropanediamine: Org. Synth. Coll., 9, 13, 16 (1998). Another technique involves borohydride reduction to the hydroxy amide, and liberation of the amine with acetic acid, with cyclization to phthalide: Tetrahedron Lett., 25, 2093 (1984). For suggested improvements to the cleavage conditions in the Gabriel synthesis, see: J. Org. Chem., 61, 8063 (1996). Review of the Gabriel reaction: Angew. Chem. Int. Ed., 7, 919 (1968).

N-Hydroxymethyl Phthalimide is used as an intermediate in medicine, pharmacy, dyes and pesticides.

N-alkylated phthalimides, made from potassium phthalimide, are used for the synthesis of primary amines (Gabriel synthesis) by the hydrolysis reaction.


Phthalimide is used as a precursor to anthranilic acid, ..

The target compounds were prepared by fusion of glycine with phthalic anhydride at 150-155 ºC to afford 2-(1, 3- dioxoisoindolin-2-yl) acetic acid.

Moreover,our synthesis method of N-alkylphthalimides is superior to othermethods, since, as the starting material, we use phthalimide instead ofits potassiumsalt, which makes the synthesis procedure very simple and convenient.


of phthalimide will dissolve in a liter of boiling water

They are also useful compounds in the synthesis of primary amines and amino acids for the application in the field of medicine and biological research.

Search results for Phthalimide at Sigma-Aldrich ..

Melting points of all the compoundsare in good agreement with literature data.In conclusion, we have been developing a simple method for theN-alkylation of phthalimide that occurs under mild conditions, usinginexpensivereagents and a household microwave oven as the irradiation source.

N-(Hydroxymethyl)-phthalimide for synthesis | VWR

Frequently, the term of imide refers to the combined forms such as maleimides, phthalimides, and succinimides which are used as plastic modifiers to improve heat-resistant, antioxidant and antifoulant properties.

PHTHALIMIDE (1,3-ISOINDOLINEDIONE)

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The NP was a self-assembled form of a phthalimide based conjugat

Theirradiation of the mixtures in a domestic microwave oven leads in a remarkableshort time (4-10~min.) to the desired N-alkylphthalimides.Microwave heating and its application in organic chemistry for the reactions in'dry'media is currently developed successfully, and in the past few years therehas been a tremendous interest in this area.