2067-84-7

Basic information

• Product Name: 1,4-DIHYDRO-PYRIDO[2,3-B]PYRAZINE-2,3-DIONE
• Synonyms: 1,4-DIHYDRO-PYRIDO[2,3-B]PYRAZINE-2,3-DIONE;pyrido[2,3-b]pyrazine-2,3(1H,4H)-dione;2,3-Dihydroxypyrido[2,3-b]pyrazine;NSC 91561;2,3-Dihydroxy-1,4,5-triazanaphthalene
• CAS NO: 2067-84-7
• Molecular Formula: C₇H₅N₃O₂
• Molecular Weight: 163.13
• EINECS: 218-186-9
• Mol File: 2067-84-7.mol
• Article Data: 15

Chemical Properties

• Melting Point: >300 °C
• Appearance: /
• Density: 1.424 g/cm³
• Refractive Index: 1.593
• Storage Temp.: 2-8°C
• PKA: 8.98±0.20(Predicted)
• CAS DataBase Reference: 1,4-DIHYDRO-PYRIDO[2,3-B]PYRAZINE-2,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DIHYDRO-PYRIDO[2,3-B]PYRAZINE-2,3-DIONE(2067-84-7)
• EPA Substance Registry System: 1,4-DIHYDRO-PYRIDO[2,3-B]PYRAZINE-2,3-DIONE(2067-84-7)

Safety Data

• Hazardous Substances Data: 2067-84-7(Hazardous Substances Data)

Usage

General Description

1,4-Dihydro-pyrido[2,3-b]pyrazine-2,3-dione is a chemical compound that belongs to the pyridopyrazinedione class of compounds. It is a heterocyclic compound with a pyrazine ring fused to a pyridine ring and two carbonyl groups. 1,4-DIHYDRO-PYRIDO[2,3-B]PYRAZINE-2,3-DIONE is a precursor in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It has potential biological activity and is studied for its potential applications in drug discovery and development. Its chemical structure and properties make it a valuable building block in organic synthesis and medicinal chemistry research.

InChI:InChI=1/C7H5N3O2/c11-6-7(12)10-5-4(9-6)2-1-3-8-5/h1-3H,(H,9,11)(H,8,10,12)

Upstream product

• 452-58-4 2,3-Diaminopyridine 
• 79-37-8 oxalyl dichloride 
• 95-92-1 oxalic acid diethyl ester 
• 144-62-7 oxalic acid 

Downstream Products

• 1025014-77-0 3-(phenylethynyl)-2-(2-(pyridin-2-yl)ethoxy)pyrido[3,2-b]pyrazine 
• 1338227-54-5 2-chloro-3-(phenylethynyl)pyrido[3,2-b]pyrazine 
• 25710-18-3 2,3-Dichloro-pyrido[2,3-b]pyrazine 
• 1356332-35-8 2-chloro-3-phenylpyrido[2,3-b]pyrazine 
• 1356332-36-9 3-phenyl-2-p-tolylpyrido[2,3-b]pyrazine 
• 1356332-38-1 2-chloro-3-p-tolyl-pyrido[2,3-b]pyrazine 
• 1356332-39-2 2-phenyl-3-p-tolyl-pyrido[2,3-b]pyrazine 
• 1356332-47-2 2,3-bis(3-fluoro-4-methylphenyl)pyrido[2,3-b]pyrazine 
• 1356331-76-4 7-(3-phenyl-2-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid 
• 1370597-04-8 7-(3-phenyl-2-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid ethyl ester 
• 1356332-34-7 3-phenyl-2-p-tolyl-5,6,7,8-tetrahydropyrido[2,3-b]pyrazine 
• 1356331-77-5 7-(2-phenyl-3-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid 
• 1356332-90-5 7-(2-phenyl-3-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoic acid ethyl ester 
• 1356332-37-0 2-phenyl-3-p-tolyl-5,6,7,8-tetrahydropyrido[2,3-b]pyrazine 

Relevant articles and documents

Regioselective one-pot synthesis of 9-alkyl-6-chloropyrido[3,2-e][1,2,4] triazolo-[4,3-a]pyrazines. Reactivity of aliphatic and aromatic hydrazides

(Chemical Equation Presented) The one-pot synthesis of new 9-alkyl-6-chloropyrido[3,2-e]-[1,2,4]triazolo[4,3-a]pyrazines has been achieved. Hydrazides regioselectively reacted as nucleophiles with the 3-chloro substituent of 2,3-dichloropyrido[2,3-6]pyrazine. An intramolecular cyclization afforded the tricycle nonxanthine adenosine receptor antagonists.

Choline Chloride-based Eutectic Mixtures for Greener Synthesis of Quinoxaline-2,3-diol Derivatives and Terephthalaldehyde bis-(2-Aminophenylimine)

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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.