137690-08-5

Basic information

• Product Name: 6,7-difluoro-1,2-dihydroquinoxalin-2-one
• Synonyms: 6,7-difluoro-1,2-dihydroquinoxalin-2-one;6,7-difluoroquinoxalin-2(1H)-one
• CAS NO: 137690-08-5
• Molecular Weight: 182.129
• Mol File: 137690-08-5.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: 6,7-difluoro-1,2-dihydroquinoxalin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-difluoro-1,2-dihydroquinoxalin-2-one(137690-08-5)
• EPA Substance Registry System: 6,7-difluoro-1,2-dihydroquinoxalin-2-one(137690-08-5)

Safety Data

• Hazardous Substances Data: 137690-08-5(Hazardous Substances Data)

Upstream product

• 76179-40-3 2-amino-4,5-difluoroaniline 
• 298-12-4 Glyoxilic acid 
• 924-44-7 glyoxylic acid ethyl ester 
• 64-17-5 ethanol 
• 709638-28-8 [4-(6,7-difluoro-quinoxalin-2-yloxy)-phenyl]-acetic acid methyl ester 

Downstream Products

• 143007-15-2 2-chloro-6,7-difluoroquinoxaline 
• 1384120-93-7 ((1S,6R)-3-(6,7-difluoroquinoxalin-2-yl)-3,8-diazabicyclo[4.2.0]octan-8-yl)(4-methyl-[1,1'-biphenyl]-2-yl)methanone 

Relevant articles and documents

N, N, N', N'-Tetramethylethylenediamine-Enabled Photoredox-Catalyzed C-H Methylation of N-Heteroarenes

Aiming at the valuable methylation process, readily available and inexpensive N,N,N′,N′-tetramethylethylenediamine (TMEDA) was first identified as a new methyl source in photoredox-catalyzed transformation in this work. By virtue of this simple methylating reagent, a facile and practical protocol for the direct C-H methylation of N-heteroarenes was developed, featuring mild reaction conditions, broad substrate scope, and scalability. Mechanistic studies disclosed that a sequential photoredox, base-assisted proton shift, fragmentation, and tautomerization process was essentially involved.

Electro-oxidative C-H azolation of quinoxalin-2(1H)-ones

We have developed a practical, general protocol for direct C-H azolation reactions of quinoxalin-2(1H)-ones by electro-oxidative cross-coupling. These mild reactions proceed under metal-, oxidant-, and reagent-free conditions to provide synthetically useful azolated quinoxalin-2(1H)-ones. Furthermore, the reactions can be carried out with a pencil lead as an electrode and a 3 V battery as a power source, revealing the remarkable flexibility of this protocol.

K2S2O8-catalyzed highly regioselective amidoalkylation of diverse N-heteroaromatics in water under visible light irradiation

A K2S2O8-catalyzed versatile C(sp2)-C(sp3) bond formation with N-heteroaromatics and γ-lactams/amides was developed. Quinoxalin-2(1H)-one, quinoline, isoquinoline, phthalazine, and benzothiazole reacted with γ-lactams/amides to give the corresponding C(sp2)-H amidoalkylation products in moderate to good yields with high regioselectivity. This visible-light-induced photocatalyst-free reaction was conducted in H2O at ambient temperature, which comply with the principles of "green chemistry". The new K2S2O8 catalytic mechanism was investigated with control experiments.