59489-30-4

Basic information

• Product Name: 7-CHLORO-2-QUINOXALINONE
• Synonyms: 7-CHLORO-2-QUINOXALINONE;7-chloroquinoxalin-2(1H)-one;2(1H)-Quinoxalinone, 7-chloro-;7-Chloro-2(1H)-quinoxalinone
• CAS NO: 59489-30-4
• Molecular Formula: C₈H₅ClN₂O
• Molecular Weight: 180.5911
• Mol File: 59489-30-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 270 °C (decomp)
• Boiling Point: 396.5 °C at 760 mmHg
• Flash Point: 193.6 °C
• Appearance: /
• Density: 1.5 g/cm³
• Vapor Pressure: 7.46E-07mmHg at 25°C
• Refractive Index: 1.688
• PKA: 8.23±0.70(Predicted)
• CAS DataBase Reference: 7-CHLORO-2-QUINOXALINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-CHLORO-2-QUINOXALINONE(59489-30-4)
• EPA Substance Registry System: 7-CHLORO-2-QUINOXALINONE(59489-30-4)

Safety Data

• Hazardous Substances Data: 59489-30-4(Hazardous Substances Data)

Usage

General Description

7-Chloro-2-quinoxalinone is a chemical compound with the molecular formula C8H5ClN2O. It is a pale yellow solid with a melting point of 268-272°C. 7-Chloro-2-quinoxalinone is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It can also be used as a reagent in organic chemistry reactions, such as in the production of heterocyclic compounds. Additionally, it has been found to exhibit potential biological activities, including anticancer and antibacterial properties. Overall, 7-Chloro-2-quinoxalinone is a versatile and important chemical with various practical applications in the field of chemistry and pharmaceutical research.

InChI:InChI=1/C8H5ClN2O/c9-5-1-2-6-7(3-5)11-8(12)4-10-6/h1-4H,(H,11,12)

Upstream product

• 924-44-7 glyoxylic acid ethyl ester 
• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 89-63-4 4-Chloro-2-nitroaniline 
• 66367-04-2 N-4-chloro-2-nitrophenylglycine 
• 6639-80-1 6-chloroquinoxaline 1,4-dioxide 
• 111697-44-0 1-hydroxy-7-chloro-2(1H)-quinoxalinone 
• 66367-05-3 6-chloro-3,4-dihydroquinoxalin-2(1H)-one 

Downstream Products

• 847900-56-5 2-[4-(7-chloro-imidazo[1,5-a]quinoxalin-4-yloxy)-phenoxy]-propionic acid methyl ester 
• 847900-53-2 7-chloro-5-(4-methoxybenzyl)imidazo[1,5-a]quinoxalin-4(5H)-one 
• 59489-31-5 2,7-dichloroquinoxaline 

Relevant articles and documents

Copper-Catalyzed Divergent C-H Functionalization Reaction of Quinoxalin-2(1H)-ones and Alkynes Controlled by N1-Substituents for the Synthesis of (Z)-Enaminones and Furo[2,3-b]quinoxalines

With control by N1-substituents, the switchable divergent C-H functionalization reaction of quinoxalin-2(1H)-ones is achieved for the synthesis of (Z)-enaminones and furo[2,3-b]quinoxalines using the combination of a copper catalyst and an oxidant. This new protocol features mild reaction conditions, readily available materials, and a broad substrate scope. Gram-scale and mechanistic studies were also investigated. Furthermore, the desired products exhibited excellent antitumor activity against A549, HepG-2, MCF-7, and HeLa cells, which were tested by MTT assay.

C?H Methylation of Iminoamido Heterocycles with Sulfur Ylides**

The direct methylation of N-heterocycles is an important transformation for the advancement of pharmaceuticals, agrochemicals, functional materials, and other chemical entities. Herein, the unprecedented C(sp2)-H methylation of iminoamido heterocycles as nucleoside base analogues is described. Notably, trimethylsulfoxonium salt was employed as a methylating agent under aqueous conditions. A wide substrate scope and excellent level of functional-group tolerance were attained. Moreover, this method can be readily applied to the site-selective methylation of azauracil nucleosides. The feasibility of gram-scale reactions and various transformations of the products highlight the synthetic potential of the developed method. Combined deuterium-labeling experiments aided the elucidation of a plausible reaction mechanism.

Electrochemically C-H/S-H Oxidative Cross-Coupling between Quinoxalin-2(1 H)-ones and Thiols for the Synthesis of 3-Thioquinoxalinones

An electrochemical method for the C(sp2)-H thioetherification of quinoxalin-2(1H)-ones with primary, secondary, and tertiary thiols has been reported. Various quinoxalin-2(1H)-ones underwent this thioetherification smoothly under metal- A nd chemical oxidant-free conditions, affording 3-alkylthiol-substituted quinoxalin-2(1H)-ones in moderate to good yields.