How is Phthalimide formed?
Phthalimide can be prepared by heating phthalic anhydride with alcoholic ammonia giving 95–97% yield. Alternatively, it may be prepared by treating the anhydride with ammonium carbonate or urea. It can also be produced by ammoxidation of o-xylene.
What is the meaning of Phthalimide?
: a crystalline weakly acidic cyclic compound C6H4(CO)2NH made usually by action of ammonia on phthalic anhydride and used chiefly in the synthesis of amines and amino acids, anthranilic acid, and formerly of indigo.
What is N alkylation of phthalimide?
ALKYLATION OF THE PHTHALIMIDE ANION (GABRIEL SYNTHESIS) Phthalimide has a nitrogen atom flanked by two carbonyl groups. Such an arrangement of carbonyl groups about the nitrogen atom causes the compounds involved to be slightly acidic.
Which structure is known as Phthalimide?
Phthalimide is the organic compound with the formula C6H4(CO)2NH. It is the imide derivative of phthalic anhydride. It is used as a precursor to other organic compounds as a masked source of ammonia.
Is Gabriel Phthalimide a sn2?
The Gabriel Synthesis Uses A “Protected” Amine (Phthalimide) In An SN2 Reaction That Does Not Undergo Over-Alkylation.
What is the Colour of Phthalimide?
Phthalimide
PubChem CID | 6809 |
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Molecular Weight | 147.13 |
Dates | Modify 2021-10-02 Create 2005-03-26 |
Description | Phthalimide is a white to light tan powder. Slightly acidic. (NTP, 1992) CAMEO Chemicals Phthalimide is a dicarboximide that is 2,3-dihydro-1H-isoindole substituted by oxo groups at positions 1 and 3. ChEBI |
Which diuretic is Phthalimide derivatives?
A thalidomide analogue used in combination with dexamethasone to treat patients with multiple myeloma. Phosmet is a phthalimide-derived organophosphate.
What is the amide formula?
Amide groups have the general chemical formula CO-NH.
Why is Gabriel phthalimide synthesis?
The Gabriel synthesis is a chemical reaction that transforms primary alkyl halides into primary amines. Traditionally, the reaction uses potassium phthalimide. The reaction is named after the German chemist Siegmund Gabriel….
Gabriel synthesis | |
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RSC ontology ID | RXNO:0000103 |
Is Gabriel synthesis sn1 or sn2?
Is Phthalimide basic?
Phthalimide is strongly acidic in nature since the proton is quickly donated and water soluble salts are formed with stronger bases.
What kind of reaction is phthalimide used for?
Phthalimide is a starting material for synthesizing primary amines. This is called the Gabriel amine synthesis reaction. Phthalic acid is heated with ammonia to make phthalimide.
How are phthalimides converted to primary amines in one flask?
Phthalimides are converted to primary amines in an efficient, two-stage, one-flask operation using NaBH 4 /2-propanol, then acetic acid. Phthalimides of α-amino acids are smoothly deprotected with no measurable loss of optical activity. J. O. Osby, M. G. Martin, B. Ganem, Tetrahedron Lett., 1984, 25, 2093-2096.
How is phthalimide prepared in the Gabriel reaction?
Phthalimide – The compound phthalimide is prepared from ammonia and the dicar- boxylic acid phthalic acid. Phthalimide is a starting material for synthesizing primary amines. This is called the Gabriel amine synthesis reaction. Phthalic acid is heated with ammonia to make phthalimide.
Which is the best way to alkylate phthalimides?
When the amine is not readily accessible, the direct N -alkylation of phthalimides with alcohols under Mitsunobu conditions and of potassium phthalimide with alkyl halides ( Gabriel Synthesis) are popular alternative approaches to Phth-protected amines.