71896-99-6

Basic information

• Product Name: 6-NITRO-2-PHENYLQUINOXALINE
• Synonyms: 6-NITRO-2-PHENYLQUINOXALINE
• CAS NO: 71896-99-6
• Molecular Formula: C₁₄H₉N₃O₂
• Molecular Weight: 251.24
• Mol File: 71896-99-6.mol
• Article Data: 19

Chemical Properties

• Melting Point: 208-210 °C
• Boiling Point: 444.9 °C at 760 mmHg
• Flash Point: 222.9 °C
• Appearance: /
• Density: 1.342 g/cm³
• Vapor Pressure: 1.08E-07mmHg at 25°C
• Refractive Index: 1.688
• PKA: -2.37±0.48(Predicted)
• CAS DataBase Reference: 6-NITRO-2-PHENYLQUINOXALINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-NITRO-2-PHENYLQUINOXALINE(71896-99-6)
• EPA Substance Registry System: 6-NITRO-2-PHENYLQUINOXALINE(71896-99-6)

Safety Data

• Hazardous Substances Data: 71896-99-6(Hazardous Substances Data)

Usage

General Description

6-NITRO-2-PHENYLQUINOXALINE is a chemical compound with the molecular formula C15H9N3O2. It belongs to the class of quinoxaline derivatives and contains a nitro group and a phenyl group. 6-NITRO-2-PHENYLQUINOXALINE is commonly used in pharmaceutical research and organic synthesis due to its potential biological and pharmacological activities. Its unique structure and properties make it a valuable tool for studying various chemical reactions and potential applications in drug development. However, it is important to handle this compound with care, as it may pose health and environmental hazards if not properly managed.

InChI:InChI=1/C14H9N3O2/c18-17(19)11-6-7-12-13(8-11)15-9-14(16-12)10-4-2-1-3-5-10/h1-9H

Upstream product

• 64-04-0 phenethylamine 
• 99-56-9 4-Nitrophenylene-1,2-diamine 
• 536-74-3 phenylacetylene 
• 100-42-5 styrene 
• 100-41-4 ethylbenzene 
• 1074-12-0 phenylglyoxal hydrate 
• 70-11-1 α-bromoacetophenone 
• 2813-22-1 2-methanesulfinyl-1-phenyl-ethanone 
• 79531-98-9 dimethyl phenacyl sulfonium iodide 
• 52922-65-3 ω-(Methylthio)-ω-(methylsulfinyl)acetophenone 

Downstream Products

• 131706-07-5 N-(4-Oxy-2-phenyl-quinoxalin-6-yl)-acetamide 
• 77093-91-5 6-nitro-2-phenylquinoxaline 4-oxide 
• 131706-02-0 6-acetylamino-2-phenylquinoxaline 

Relevant articles and documents

Visible light promoted tandem dehydrogenation-deaminative cyclocondensation under aerobic conditions for the synthesis of 2-aryl benzimidazoles/quinoxalines fromortho-phenylenediamines and arylmethyl/ethyl amines

Visible light promoted domino synthesis of 2-aryl benzimidazoles is reported through the reaction ofortho-phenylenediamines and arylmethyl amines under aerobic conditions. The methodology has wide substrate scope and tolerates a wide range of functional groups affording the products in high yields. The use of arylethyl amines instead of arylmethyl amines gives 2-aryl quinoxalines.

Organocatalytic Green Approach Towards the Fabrication of Fused Benzo N,N-containing Heterocycles Facilitated by Ultrasonic Irradiation

The development of a metal-free protocol for transformations in organic synthesis offers a significant potential environmental benefit. This article reports the exploration of meglumine, a nontoxic and biodegradable amino sugar, as an organocatalyst for the synthesis of biologically active 1H-dibenzo[b,e][1,4]diazepin-1-ones, highly regioselective benzimidazole derivatives and derivatives of quinoxalines. Operational simplicity, mild reaction conditions, shorter reaction times, and use of green solvents are the highlights of this protocol. The advantage of ultrasonic irradiation has been significantly explored for the synthesis of the aforesaid compounds. Furthermore, the multifaceted use of o-phenylenediamine has also been accentuated in the study.

Metal free synthesis of quinoxalines from alkynes via a cascade process using TsNBr2

A metal free protocol for the synthesis of quinoxalines from alkynes has been developed. The reaction was carried out by treating alkynes with TsNBr2in presence of O-phenylenediamines in a mixture of acetonitrile and water (9:1). This one-pot reaction proceeds via an oxidative transformation of alkynes to α,α-dibromoketones in presence of TsNBr2and eventually to quinoxalines in presence of 1,2-diamines in a cascade process.