6637-46-3

Basic information

• Product Name: [4-(2,5-dioxopyrrol-1-yl)phenyl] acetate
• Synonyms: [4-(2,5-dioxopyrrol-1-yl)phenyl] acetate
• CAS NO: 6637-46-3
• Molecular Formula: C₁₂H₉NO₄
• Molecular Weight: 231.2
• Mol File: 6637-46-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 391.4°C at 760 mmHg
• Flash Point: 190.5°C
• Appearance: /
• Density: 1.377g/cm³
• Vapor Pressure: 2.46E-06mmHg at 25°C
• Refractive Index: 1.602
• PKA: -1.49±0.20(Predicted)
• CAS DataBase Reference: [4-(2,5-dioxopyrrol-1-yl)phenyl] acetate(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(2,5-dioxopyrrol-1-yl)phenyl] acetate(6637-46-3)
• EPA Substance Registry System: [4-(2,5-dioxopyrrol-1-yl)phenyl] acetate(6637-46-3)

Safety Data

• Hazardous Substances Data: 6637-46-3(Hazardous Substances Data)

Usage

Description

[4-(2,5-dioxopyrrol-1-yl)phenyl] acetate, with the molecular formula C11H9NO4, is a chemical compound derived from the reaction between 4-aminophenyl acetic acid and acetic anhydride. It belongs to the class of organic compounds known as N-acyl-alpha amino acids and derivatives. This versatile compound, characterized by its unique chemical structure, holds potential applications in the chemical and pharmaceutical industries.

Uses

Used in Pharmaceutical Synthesis:
[4-(2,5-dioxopyrrol-1-yl)phenyl] acetate is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the formation of complex drug molecules. Its unique structure allows for further chemical reactions, facilitating the development of new medications.
Used in Organic Compounds Synthesis:
[4-(2,5-dioxopyrrol-1-yl)phenyl] acetate is also used as an intermediate in the synthesis of various organic compounds, where its reactive functional groups can be utilized to create a wide range of products with different properties and applications.
Used in Dye and Pigment Manufacturing:
[4-(2,5-dioxopyrrol-1-yl)phenyl] acetate has potential use in the manufacture of dyes and pigments, thanks to its chemical structure that can contribute to the color properties of these products. Its incorporation in the production process can lead to the development of new dyes and pigments with improved characteristics.
Used in Chemical Industry:
[4-(2,5-dioxopyrrol-1-yl)phenyl] acetate's versatility makes it a valuable asset in the chemical industry, where it can be employed in various processes and reactions to produce a range of products with different applications, from coatings to specialty chemicals.

InChI:InChI=1/C12H9NO4/c1-8(14)17-10-4-2-9(3-5-10)13-11(15)6-7-12(13)16/h2-7H,1H3

Upstream product

• 143629-26-9 4'-hydroxymaleanilic acid 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 7300-91-6 N-(4-hydroxyphenyl)maleimide 
• 108-31-6 maleic anhydride 
• 13871-68-6 p-aminophenyl acetate 

Downstream Products

• 81624-21-7 Acetic acid 4-(1,7,8,9,10,10-hexabromo-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-phenyl ester 
• 78080-68-9 Acetic acid 4-((2S,6R)-1,7,8,9,10,10-hexabromo-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-phenyl ester 
• 78049-92-0 Acetic acid 4-(1,7,8,9-tetrabromo-10,10-dimethoxy-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-phenyl ester 
• 78049-92-0 Acetic acid 4-((2S,6R)-1,7,8,9-tetrabromo-10,10-dimethoxy-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-phenyl ester 
• 7300-91-6 N-(4-hydroxyphenyl)maleimide 
• 1416427-50-3 C₁₆H₁₇NO₅ 
• 1018166-95-4 N-(4-acetoxyphenyl)-2-{2-[5-(4-methoxyphenyl)-3-phenyl-4,5-dihydropyrazol-1- yl]-4-oxo-4,5-dihydrothiazol-5-yl}acetamide 
• 1360824-96-9 (1R,3aS,6aR)-methyl 5-(4-acetoxyphenyl)-4,6-dioxo-3-phenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrrole-1-carboxylate 

Relevant articles and documents

Access to indoles via Diels-Alder reactions of 2-vinylpyrroles with maleimides

(Chemical Equation Presented) Variously substituted 2-vinylpyrroles underwent an endo-addition [4+2] cycloaddition reaction with maleimides followed by a spontaneous highly diastereoselective (93-98% de) isomerization to give tetrahydroindoles in moderate to excellent yield. Treatment with activated MnO2 in refluxing toluene provided the corresponding indoles in moderate to good yield. This highly convergent methodology for formation of indoles is versatile and the starting materials are conveniently prepared.

Solvent-free synthesis of arylamides and arylimides, analogues of acetylcholine

Several arylamides and arylimides, novel inhibitors of acetylcholinesterase, were obtained under solventless conditions; the target molecules were produced with a good overall yield and short reaction times. 2017-2023 Copyright Taylor & Francis, Inc.

Synthesis and antimicrobial activities of N-substituted imides

In the field of our research programs concerning novel antimicrobial agents, a series of N-substituted imides was synthesized. These compounds were obtained by cyclization of amido-acids in acetic anhydride/sodium acetate or hexamethyldisilazane/zinc bromide for the hydroxy-aromatic derivatives. The hydroxy-alkyl maleimides were directly prepared by condensation of the corresponding amino-alcohol with maleic anhydride in boiling toluene. Most of N-substituted maleimides showed an interesting antimicrobial activity towards bacteria from the ATCC collection (Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 29212, Escherichia coli ATCC 25922 and Pseudomonas aeruginosa ATCC 27853) but the MIC values for P. aeruginosa were always high (128 μg/ml). The imides with alkyl substituents showed higher activities than aromatic analogues with MIC values in the range of 8-32 μg/ml. Comparatively, succinimides were practically inactive.