487-42-3

Usage

Uses

Used in Pharmaceutical Development:
(3Z)-3-(phenylimino)-2-benzofuran-1(3H)-one serves as a valuable scaffold in the pharmaceutical industry due to its demonstrated biological activities. It is used as a precursor in the synthesis of new pharmaceuticals and biologically-active compounds, leveraging its antimicrobial, antitumor, and antioxidant properties for the development of innovative treatments.
Used in Organic Synthesis:
In the field of organic chemistry, (3Z)-3-(phenylimino)-2-benzofuran-1(3H)-one is utilized as a building block for the preparation of a diverse range of organic molecules. Its unique structure allows for the creation of complex organic compounds, making it an essential component in advanced organic synthesis processes.
Used in Antimicrobial Applications:
(3Z)-3-(phenylimino)-2-benzofuran-1(3H)-one is employed as an antimicrobial agent, capitalizing on its ability to combat various microorganisms. This application is particularly relevant in the development of new antibiotics and antifungal agents, addressing the growing need for effective treatments against drug-resistant pathogens.
Used in Antitumor Research:
(3Z)-3-(phenylimino)-2-benzofuran-1(3H)-one is also used in antitumor research, where its potential to inhibit tumor growth and proliferation is explored. (3Z)-3-(phenylimino)-2-benzofuran-1(3H)-one may contribute to the development of novel anticancer drugs, offering new therapeutic options for cancer patients.
Used in Antioxidant Formulations:
Leveraging its antioxidant properties, (3Z)-3-(phenylimino)-2-benzofuran-1(3H)-one is used in the development of antioxidant formulations. These can be incorporated into various products, such as dietary supplements, cosmetics, and pharmaceuticals, to provide protection against oxidative stress and related conditions.

Upstream product

• 4727-29-1 phthalanilic acid 
• 75-36-5 acetyl chloride 
• 601-70-7 3,3-dichlorophthalide 
• 62-53-3 aniline 
• 32524-79-1 3-azido-3-phenyl-3H-isobenzofuran-1-one 
• 24259-39-0 N-Phenylphthalisoimidium perchlorate 
• 88-95-9 Phthaloyl dichloride 
• 85-52-9 2-Benzoylbenzoic acid 

Downstream Products

• 520-03-6 N-phenylphthalimide 
• 6621-97-2 3-hydroxy-2,3-diphenyl-1-isoindolinone 
• 16497-41-9 N,N'-diphenylphthalamide 
• 113337-13-6 C₄₀H₄₄N₄O₈ 
• 113336-95-1 N-Phenyl-2-(1,4,7,10-tetraoxa-13-aza-cyclopentadecane-13-carbonyl)-benzamide 
• 51334-77-1 N-phenyl-2-benzoylbenzamide 
• 85-44-9 phthalic anhydride 
• 4727-29-1 phthalanilic acid 

Relevant academic research and scientific papers

Isoimides of benzene-1,2-dicarboxylic acid and napthalene-1,8-dicarboxylic acid. Suitable conditions for preparation

N-Arylisophthalimides are formed in an aprotic solvent at 20°C from equivalent quantities of phthaloyl chloride and an arylamine in the presence of not less than 1 mole of a dehydrochlorinating reagent. N-Nitrophenylisonaphthalimides were obtained by the

The reaction of phthalidylidene dichloride with primary amines. Synthesis and X-ray molecular structure of N-substituted phthalisoimides

An efficient method for the synthesis of N-substituted phthalisoimides, by reaction of phthalidylidene dichloride with primary amines, is described. The reactions with arylamines, arylenediamincs and alkylenediamines lead to the corresponding phthalisoimides or bisphthalisoimides in nearly quantitative yields. However, the reactions with alkylamines are not useful because of the relatively high nucleophilicity of alkylamines. Certain particular behaviours of arylamines, associated with the presence of specific ortho-substituents have been found. The reactions of arylamines bearing an o-hydroxymethyl group provide a convenient method for preparing 2-benzoxazinylbenzoic acids. The X-ray crystallographic structures of N-(2-methoxyphenyl)phthalisoimide 3a and 2-(4H-3.1-benzoxazin-2-yl)benzoic acid 15a have been determined.

Intramolecular Trapping of a Ketenimine Carbene Formed on Flash Vacuum Pyrolysis of 3-Phenylimino-3H-indazole and 3-Phenyliminoisobenzofuran-1-one

Flash vacuum pyrolysis of 3-phenylimino-3H-indazole yielded biphenylene, benzonitrile and, by loss of dinitrogen followed by intramolecular trapping of a ketenimine carbene intermediate, the isomers fluorenimine, phenanthridine and 2-phenylbenzonitrile.Pyrolysis of 3-phenyliminoisobenzofuran-1-one gave the same five products together with N-phenylphthalimide.It is proposed that the same ketenimine carbene intermediate is involved in the two reactions.Pyrolysis of 3-o-tolylimino- and 3-benzylimino-isobenzofuran-1-one led to fragmentation without intramolecular trapping.Pyrolysis of 3-t-butyliminoisobenzofuran-1-one gave o-cyanobenzoic acid.

A NEW METHOD FOR THE SYNTHESIS OF N-ARYLPHTHALISOIMIDES

N-arylphthalisoimides have been synthesized in almost quantitative yields by the reaction, under very mild conditions, of 3,3-dichlorphthalide with aromatic amines.

Benzylic Azide Functionalization of Tautomeric o-Acyl-benzoic Acid, -benzamide, and -nicotinic Acid Derivatives, and Thermal Decomposition of the Derived Azides

A series of benzylic azido compounds were prepared by the reactions of o-acyl-benzoic acids and -benzamides and pyridine analogues with sodium azide, diphenylphosphoryl azide, and trimethylsilyl azide.Thermal decomposition of the derived benzylic azides afforded three types of rearrangement products.The selectivity of rearrangement depended on the migratory aptitude of substituents and on stereoelectronic factors.

ACYLATION OF AZA CROWN ETHERS WITH N-SUBSTITUTED ISOPHTHALIMIDES

Acylated aza crown ethers containing fragments of N-substituted phthalamic acids in the side chain were obtained by the reaction of monoaza-15-crown-5, monoaza-18-crown-6, and diaza-18-crown-6 with N-substituted isophthalimides.