69836-64-2

Basic information

• Product Name: N-(4-FURAN-2-YL-PHENYL)-ACETAMIDE
• Synonyms: N-(4-FURAN-2-YL-PHENYL)-ACETAMIDE;N-[4-(2-FURYL)PHENYL]ACETAMIDE;AKOS BAR-0087
• CAS NO: 69836-64-2
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.22
• Mol File: 69836-64-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 394.2 °C at 760 mmHg
• Flash Point: 192.2 °C
• Appearance: /
• Density: 1.179 g/cm³
• Vapor Pressure: 2.01E-06mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: N-(4-FURAN-2-YL-PHENYL)-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-FURAN-2-YL-PHENYL)-ACETAMIDE(69836-64-2)
• EPA Substance Registry System: N-(4-FURAN-2-YL-PHENYL)-ACETAMIDE(69836-64-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 69836-64-2(Hazardous Substances Data)

Usage

General Description

N-(4-furan-2-yl-phenyl)-acetamide, also known as furanacetamide, is a chemical compound that belongs to the class of acetamides. It is a white to off-white crystalline powder that is insoluble in water but soluble in organic solvents. N-(4-FURAN-2-YL-PHENYL)-ACETAMIDE is commonly used in the synthesis of pharmaceuticals and agricultural chemicals, as well as in the production of dyes and pigments. It is also known for its potential use as an antioxidant and anti-inflammatory agent. Additionally, furanacetamide is a known inhibitor of the enzyme catechol-O-methyltransferase (COMT), which plays a role in the metabolism of neurotransmitters.

InChI:InChI=1/C12H11NO2/c1-9(14)13-11-6-4-10(5-7-11)12-3-2-8-15-12/h2-8H,1H3,(H,13,14)

Upstream product

• 59147-02-3 4-(furan-2-yl)aniline 
• 108-24-7 acetic anhydride 
• 122-85-0 para-acetamidobenzaldehyde 
• 229333-30-6 N-<4-(1-hydroxybut-3-ynyl)phenyl>acetamide 
• 28123-72-0 2-(4-nitrophenyl)furan 
• 100-01-6 4-nitro-aniline 
• 166328-14-9 potassium (furan-2-yl)trifluoroboranuide 
• 103-88-8 4-bromoacetanilide 

Downstream Products

• 87689-42-7 N-[4-(5-Dimethylaminomethyl-furan-2-yl)-phenyl]-acetamide; hydrochloride 
• 84185-71-7 3-(acetamidophenyl)-6-hydroxyphthalic acid anhydride 
• 84185-76-2 2-<<5-(p-acetamidophenyl)-2-furyl>>but-2-en-1,4-dioic acid 

Relevant articles and documents

Scope of the suzuki-Miyaura cross-coupling reactions of potassium heteroaryltrifluoroborates

A wide variety of bench-stable potassium heteroaryltrifluoroborates were prepared, and general reaction conditions were developed for their cross-coupling to aryl and heteroaryl halides. The cross-coupled products were obtained in good to excellent yields. This method represents an efficient and facile installation of heterocyclic building blocks onto preexisting organic substructures.

ELECTROOXIDATION OF 2-ARYLFURANS

Electrochemical methoxylation of 2-phenylfuran (I) and 2-(4-nitrophenyl)furan (VI) proceeded anomalously, affording 5-methoxy-2-phenylfuran (XI) and 5-methoxy-2-(4-nitrophenyl)furan (XIII), respectively. 2-Phenyl-5-methylfuran (II) and methyl-2-(2-methylphenyl)-3-furoate (VIII) behaved normally giving the respective 2,5-dimethoxy-2,5-dihydrofuran derivatives XII and XIV.The suggested ECNECB mechanism of the anomalous methoxylation was confirmed by methoxylation of compound II, in which the methyl group hinders the last CB step, and also of compound VIII in whichthe aromaticity is suppresed by forced deviation from planarity.Forced deviation from planarity was moreover studied also on 2-(4-methylphenyl)furan (III), 5-methyl-2-(2-methylphenyl)furan (IV) and 3,5-dimethyl-2-(2-methylphenyl)furan (V) as model compounds.For all the derivatives the INDO charges were calculated and correlated with the 1H- and 13C-NMR spectra.The experimental electronic spectra were correlated with the theoretical ones (INDO-S-CI).All results obtained confirm the suggested mechanism.