5768-13-8

Usage

Physical form

White to off-white crystalline powder

Solubility

Sparingly soluble in water

Uses

Intermediate in the synthesis of pharmaceuticals and other organic compounds; potential use in the synthesis of novel drugs and materials

Unique feature

Unique chemical structure

Research interest

Potential biological and pharmacological activities

Upstream product

• 2873-74-7 gloutaric dichloride 
• 2325-27-1 N-phenyltriphenyliminophosphorane 
• 1121-89-7 piperidine-2,6-dione 
• 98-80-6 phenylboronic acid 
• 62-53-3 aniline 
• 71-43-2 benzene 
• 622-37-7 Phenyl azide 
• 140192-40-1 N-cyanoglutarimide 
• 108-55-4 glutaric anhydride, 
• 140192-42-3 C₁₂H₁₃N₃O₂ 
• 6833-02-9 N,N'-diphenyl-glutaramide 
• 5414-99-3 4-(phenylcarbamoyl)butyric acid 
• 62970-74-5 1-(Phenylamino)-2,6-piperidindion 
• 110-94-1 1,5-pentanedioic acid 

Downstream Products

• 4096-20-2 N-phenyl piperidine 
• 4789-09-7 1-phenylpiperidin-2-one 
• 56416-06-9 Pentanedioic acid hydroxyamide phenylamide 
• 91247-37-9 δ-Hydroxy-valeranilid 
• 42856-59-7 5-hydroxy-N-(phenylmethyl)-pentanamide 
• 960149-57-9 ethyl 5-oxo-5-(phenylamino)pentanoate 
• 64785-81-5 4-phenylcarbamoyl butyric acid methyl ester 
• 81305-73-9 2,6-Dichlor-3,5-diformyl-1,4-dihydro-1-phenyl-pyridin 
• 128648-32-8 N-phenyl-5-(methylthio)thiocarbonyl-5-oxopentanamide 
• 81305-78-4 1,7,8-Triphenyl-1,4,7,8-tetrahydro-dipyrazolo[3,4-b;4',3'-e]pyridine 
• 79261-38-4 6-Chloro-1-phenyl-5-(phenyl-hydrazonomethyl)-3,4-dihydro-1H-pyridin-2-one 
• 79261-41-9 1,7-Diphenyl-1,4,5,7-tetrahydro-pyrazolo[3,4-b]pyridin-6-one 
• 116805-89-1 1,6-diphenyl-piperidin-2-one 
• 49828-17-3 1,6-diphenyl-3,4-dihydro-1H-pyridin-2-one 

Relevant academic research and scientific papers

Unlocking Amides through Selective C–N Bond Cleavage: Allyl Bromide-Mediated Divergent Synthesis of Nitrogen-Containing Functional Groups

We report a new set of reactions based on the unlocking of amides through simple treatment with allyl bromide, creating a common platform for accessing a diverse range of nitrogen-containing functional groups such as primary amides, sulfonamides, primary amines, N-acyl compounds (esters, thioesters, amides), and N-sulfonyl esters. The method has potential industrial applicability, as demonstrated through gram-scale syntheses in batch and in a continuous flow system.

Nitrogen-centered radical-mediated C-H imidation of arenes and heteroarenes via visible light induced photocatalysis

The C-H imidation of arenes and heteroarenes has been achieved via visible light induced photocatalysis. In the presence of an iridium(iii) photoredox catalyst, the reaction of aromatic substrates with N-chlorophthalimide furnishes the N-aryl products at room temperature through a nitrogen-centered radical mediated aromatic substitution.

Synthesis of some biologically active 2,6-dichloro-1-(N-substituted phenyl)-1,4-dihydropyridine-3,5-Dicarbaldehydes using vilsmeier-haack reaction and their applications

Various 2,6-dichloro-1-(N-substituted phenyl)-1,4-dihydropyridine-3,5- dicarbaldehydes were synthesized in two steps using moderate conditions and 3,5-diformyl groups were transformed into different functionalities. The synthesized compounds were screened

Intermolecular oxidative C-N bond formation under metal-free conditions: Control of chemoselectivity between aryl sp2 and benzylic sp 3 C-H bond imidation

A new synthetic approach toward intermolecular oxidative C-N bond formation of arenes has been developed under transition-metal-free conditions. Complete control of chemoselectivity between aryl sp2 and benzylic sp 3 C-H bond imidation was achieved by the choice of nitrogen sources, representatively being phthalimide and dibenzenesulfonimide, respectively.

Chemoselective hydrogenation of imides catalyzed by Cp*Ru(PN) complexes and its application to the asymmetric synthesis of paroxetine

This work represents the first catalytic hydrogenation of imides into amides and primary alcohols, in which the unique chemoselectivity is originated from the bifunctional nature of ruthenium-NH moiety in the catalyst. Copyright

Concise and short synthesis of functionalized 5,6-dihydropyridin-2-ones by means of palladium(0)-catalyzed cross-coupling of ketene aminal phosphates

A concise and short synthetic entry to 5,6-dihydropyridin-2-one derivatives has been developed by means of palladium(0)-catalyzed cross-coupling of cyclic ketene aminal phosphates.

Antinociceptive properties of N-aryl-glutaramic acids and N-aryl-glutarimides

This study describes the antinociceptive activity of some N-aryl-glutaramic acids and N-aryl-glutarimides in writhing and formalin tests, two classical models of pain in mice. These compounds show high activity, being more active than acetyl salycilic aci

N-CYANOIMIDES: REACTIVITY WITH AMINE NUCLEOPHILES

N-Cyanoimides are useful precursors to N-alkyl or N-aryl imides.Treatment of aromatic N-cyanoimides such as N-cyanophthalimide (1) with primary amines provides N-substituted imides directly, while aliphatic N-cyanoimides afford diamide intermediates which can be converted to N-substituted imides upon heating.

REACTIVITY OF IMINOPHOSPHORANES TOWARDS SOME SYMMETRICAL DICARBONYL DICHLORIDES : SYNTHESES AND MECHANISMS

In situ generated iminophosphoranes 1 react with dicarbonyl dihalides 2a-b and 3a-c to give known or new nitrogen heterocycles.The proposed mechanisms involve elimination of either triphenyl-phosphine oxide or dichlorotriphenylphosphorane depending upon both the iminophosphorane and the dicarbonyl compound.

SYNTHESIS AND REACTIONS OF N-(p-CHLOROSULPHONYLPHENYL)-SUCCINIMIDE, -GLUTARIMIDE AND -CAMPHORIMIDE

N-Phenyl-succinimide, -glutarimide and -camphorimide mreact with chlorosulphonic acid to yield the corresponding sulphonyl chlorides.Condensation with nucleophiles afforded 25 sulphonyl derivatives, which are to be examined for biocidal properties. reacti