25652-34-0

Usage

Uses

Used in Pharmaceutical Industry:
6-Nitroquinoxalin-2-one is used as an antibacterial and antifungal agent for its potential to combat various microbial infections. Its chemical structure allows it to target and disrupt essential cellular processes in bacteria and fungi, making it a valuable compound in the development of new antimicrobial drugs.
Used in Agrochemical Industry:
6-Nitroquinoxalin-2-one is used as a building block in organic synthesis for the development of pesticides and herbicides. Its ability to inhibit the growth of unwanted plants and pests makes it a useful component in the creation of effective agricultural chemicals.
Used in Organic Synthesis:
6-Nitroquinoxalin-2-one serves as a key intermediate in the synthesis of various organic compounds. Its unique structure and reactivity make it a valuable precursor in the production of pharmaceuticals, agrochemicals, and other specialty chemicals.

Upstream product

• 924-44-7 glyoxylic acid ethyl ester 
• 99-56-9 4-Nitrophenylene-1,2-diamine 

Downstream Products

• 75078-80-7 6-Nitro-3-(2-oxo-cyclohexyl)-3,4-dihydro-1H-quinoxalin-2-one 
• 6272-25-9 2-Chloro-6-nitroquinoxaline 
• 221067-97-6 1-[(4-Methoxyphenyl)methyl]-6-nitro-2(1H)-quinoxalinone 
• 221068-01-5 5-[(4-Methoxyphenyl)methyl]-8-nitroimidazo[1,5-a]quinoxalin-4(5H)-one 
• 2379-56-8 6-nitro-1,2,3,4-tetrahydroquinoxaline-2,3-dione 
• 1261078-71-0 (E)-3-(3-(6-nitroquinoxalin-2-ylamino)phenyl)acrylic acid 
• 115726-26-6 2-amino-6-nitroquinoxaline 
• 1627523-17-4 1-(4-((6-nitroquinoxalin-2-yl)amino)phenyl)-3-phenylurea 
• 1627523-16-3 N-(2-((4-chlorophenyl)amino)quinoxalin-6-yl)acetamide 
• 1627523-15-2 N-(2-((4-chlorophenyl)amino)quinoxalin-6-yl)-4-methylbenzenesulfonamide 
• 1627523-14-1 N-(2-((4-methoxyphenyl)amino)quinoxalin-6-yl)-4-methylbenzenesulfonamide 
• 1627523-13-0 N-(2-((4-methoxyphenyl)amino)quinoxalin-6-yl)benzenesulfonamide 
• 1627523-12-9 1-(2-((4-chlorophenyl)amino)quinoxalin-6-yl)-3-cyclohexylurea 

Relevant academic research and scientific papers

Rationalization of benzazole-2-carboxylate versus benzazine-3-one/ benzazine-2,3-dione selectivity switch during cyclocondensation of 2-aminothiophenols/phenols/anilines with 1,2-biselectrophiles in aqueous medium

The cyclocondensation reaction of 2-aminothiophenols with 1,2-biselectrophiles such as ethyl glyoxalate and diethyl oxalate in aqueous medium leads to the formation of benzothiazole-2-carboxylates via the 5-endo-trig process contrary to Baldwin's rule. On the other hand, the reaction of 2-aminophenols/anilines produced the corresponding benzazine-3-ones or benzazine-2,3-diones via the 6-exo-trig process in compliance with Baldwin's rule. The mechanistic insights of these cyclocondensation reactions using the hard-soft acid-base principle, quantum chemical calculations (density functional theory), and orbital interaction studies rationalize the selectivity switch of benzothiazole-2-carboxylates versus benzazine-3-ones/ benzazine-2,3-diones. The presence of water facilitates these cyclocondensation reactions by lowering of the energy barrier.