POTASSIUM PHTHALIMIDE

Potassium phthalimide is a chemical compound of formula C8H4KNO2. 
Potassium phthalimide is the potassium salt of phthalimide, and usually presents as fluffy, very pale yellow crystals. 
Potassium phthalimide can be prepared by adding a hot solution of phthalimide in ethanol to a solution of potassium hydroxide in ethanol; the desired product precipitates.

CAS Number: 1074-82-4
EC Number: 214-046-6
IUPAC Name: potassium;isoindol-2-ide-1,3-dione
Chemical Formula: C8H4KNO2

Other names: 1074-82-4, Potassium phthalimidate, N-Potassium phthalimide, Phthalimide, potassium salt, HSDB 5781, X6KKA27DIL, EINECS 214-046-6, 1H-Isoindole-1,3(2H)-dione, potassium salt, NSC 167070, 1H-Isoindole-1,3(2H)-dione, potassium salt (1:1), POTASSIUM PHTHALIMIDE [HSDB], NSC-167070, NPotassiophthalimide, Phthalimide, potassium salt (8CI), 1HIsoindole1,3(2H)dione, potassium salt, Potassium 1,3-dioxoisoindolin-2-ide, N-Potassiophthalimide, MFCD00005887, potassium 1,3-dioxo-2,3-dihydro-1H-isoindol-2-ide, potassium 1,3-dioxo-1,3-dihydroisoindol-2-ide, phthalimide potassium, DTXSID5027358, UNII-X6KKA27DIL, 1,3-Dihydro-1,3-dioxoisoindole potassium salt, SCHEMBL9230, DTXCID007358, CHEMBL3183390, SCHEMBL30464238, Phthalimide potassium salt, 98%, BCP26871, Tox21_201007, AC7863, (1,3-dioxoisoindolin-2-yl)potassium, AKOS000121936, AKOS034830283, (1,3-dioxoisoindolin-2-yl) potassium, FP32310, SB64015, NCGC00258560-01, BP-21214, SY001384, CAS-1074-82-4, CS-0015141, NS00079347, P0403, EN300-31459, 1,3-Dihydroisoindole-1,3-dione potassium salt, 2-potassio-2,3-dihydro-1H-isoindole-1,3-dione, 10.14272/FYRHIOVKTDQVFC-UHFFFAOYSA-M.1, Q413572, doi:10.14272/FYRHIOVKTDQVFC-UHFFFAOYSA-M.1, doi:10.14272/FYRHIOVKTDQVFC-UHFFFAOYSA-M.2, Phthalimide potassium salt, purum, >=99.0% (NT), F1908-0080

Potassium phthalimide is a commercially available reagent used in the Gabriel synthesis of amines.
Potassium phthalimide is used as an intermediate in the synthesis of N-alkylated phthalimides, which is involved in the preparation of primary amines (Gabriel synthesis) by the hydrolysis reaction. 
Potassium phthalimide is also used as an intermediate for synthetic indigo, pigments, dyes and pharmaceuticals. 

Further, Potassium phthalimide is employed as an organocatalyst for the cyanosilylation of various carbonyl compounds under extremely mild conditions. 
In addition to this, Potassium phthalimide serves as a reagent for the transformation of allyl- and alkyl halides into protected primary amines.

Potassium phthalimide has also been shown to be active against HIV infection and may be useful for other diseases involving virus infections. 
Potassium phthalimide binds covalently with HLA proteins on the surface of infected cells and inhibits viral replication by preventing reverse transcription.

This substance is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, for intermediate use only.
This substance is used at industrial sites and in manufacturing.

Potassium phthalimide is a chemical compound of formula C8H4KNO2. 
Potassium phthalimide is the potassium salt of phthalimide, and usually presents as fluffy, very pale yellow crystals. 
Potassium phthalimide can be prepared by adding a hot solution of phthalimide in ethanol to a solution of potassium hydroxide in ethanol; the desired product precipitates.

Potassium phthalimide is widely used for the synthesis of primary amines from corresponding alkyl halides, known as Gabriel synthesis. 
Some of the other applications are: Preparation of phthalimidogold precatalyst for gold catalysis.

Potassium phthalimide can be used in the palladium-catalyzed enantioselective synthesis of α- and β-amino acids.
Potassium phthalimide is as an effective organocatalyst for the cyanosilylation of carbonyl compounds to synthesize cyanohydrin trimethylsilyl ethers.

Potassium phthalimide is a chemical that reacts with oxygen nucleophiles to form the corresponding N-hydroxyphthalimide. 
Potassium phthalimide has been shown as an effective treatment for cancer by targeting tumor cells and inhibiting their growth. 

The mechanism of action involves binding to 5-HT2 receptors in the cell membrane, which leads to inhibition of the enzyme adenylate cyclase, leading to decreased levels of cAMP. 
This decreases the activity of protein kinase A, which in turn leads to decreased production of proteins such as p21WAF1/CIP1, which are required for cell cycle progression. 

Potassium phthalimide has also been shown to be active against HIV infection and may be useful for other diseases involving virus infections. 
Potassium phthalimide binds covalently with HLA proteins on the surface of infected cells and inhibits viral replication by preventing reverse transcription.

Potassium phthalimide (PPI) is employed as an efficient and effective basic organocatalyst for the one-pot three-component reaction of β-oxoesters with hydroxylamine hydrochloride and various aromatic aldehydes. 
This cyclocondensation reaction was performed in water as an environmentally benign solvent at room temperature giving 3,4-disubstituted isoxazol-5(4H)-ones in good to excellent yields. 

Potassium phthalimide was found to be an effective organocatalyst for the synthesis of isoxazol-5(4H)-one system. 
The advantages of this method are efficiency, clean, easy work-up, high yields, shorter reaction times, inexpensive, and readily available catalyst.

Potassium phthalimide, K+.C8H4NO2-, a widely used reagent for the preparation of anthranilic acid via Hofmann degradation or primary alkylamines via the Gabriel synthesis, crystallizes in polar layers of potassium cations coordinated by five O and three N centres alternating with apolar layers of stacked benzene subunits.

Potassium phthalimide is as an excellent absorbent for equimolar CO2 capture with simultaneous activation. 
The in situ catalytic conversion of captured CO2 can be successfully converted into value-added chemicals and fuel-related products under mild conditions through a carbon capture and utilization pathway, rather than going through desorption process.

Potassium phthalimide, with weak basicity, is an excellent absorbent for rapid carbon dioxide capture with almost equimolar absorption. 
This process is assumed to proceed through the potassium carbamate formation pathway, as supported by NMR spectroscopy, an in situ FTIR study, and computational calculations. 

Both the basicity and nucleophilicity of phthalimide salts have a crucial effect on the capture process. 
Furthermore, the captured carbon dioxide could more easily be converted in situ into value-added chemicals and fuel-related products through carbon capture and utilization, rather than going through a desorption process.

Applications of Potassium phthalimide:
Potassium phthalimide is used as an intermediate in the synthesis of N-alkylated phthalimides, which is involved in the preparation of primary amines (Gabriel synthesis) by the hydrolysis reaction. 
Potassium phthalimide is also used as an intermediate for synthetic indigo, pigments, dyes and pharmaceuticals. 

Further, Potassium phthalimide is employed as an organocatalyst for the cyanosilylation of various carbonyl compounds under extremely mild conditions. 
In addition to this, Potassium phthalimide serves as a reagent for the transformation of allyl- and alkyl halides into protected primary amines.

Condensation of Potassium phthalimide with organic halide in dimethylformamide has been reported. 
Reaction of potassium phthalimide and sulfur monochloride in petroleum ether has been studied.

Potassium phthalimide salt was employed as organocatalyst for the cyanosilylation of various carbonyl compounds under extremely mild conditions. 
Potassium phthalimide was also employed as reagent for the transformation of allyl- and alkyl halides into protected primary amines.

Potassium phthalimide is used as organocatalyst for the cyanosilylation of various carbonyl compounds under extremely mild conditions, and also used as reagent for the transformation of allyl- and alkyl halides into protected primary amines.
Potassium phthalimide is used as an intermediate in the synthesis of N-alkylated phthalimide, which is involved in the preparation of primary amines (Gabriel synthesis) by the hydrolysis reaction.

Potassium phthalimide is also used as an intermediate for synthetic indigo, pigments, dyes and pharmaceuticals.
Potassium phthalimide is used as a precursor to anthranilic acid, a precursor to azo dyes and saccharin.