ChemicalBook > CAS DataBase List > 2-Quinoxalinecarboxylic acid methyl ester

2-Quinoxalinecarboxylic acid methyl ester

Product Name
2-Quinoxalinecarboxylic acid methyl ester
CAS No.
1865-11-8
Chemical Name
2-Quinoxalinecarboxylic acid methyl ester
Synonyms
QCA-Methyl ester;Methyl quinoxaline-2-carboxylate;Methyl quinoxaline-2-carboxylate 98%;-Quinoxalinecarboxylic acid Methyl ester;2-Quinoxalinecarboxylic acid methyl ester
CBNumber
CB82217152
Molecular Formula
C10H8N2O2
Formula Weight
188.18
MOL File
1865-11-8.mol
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2-Quinoxalinecarboxylic acid methyl ester Property

Melting point:
110-110.5 °C
Boiling point:
302.8±22.0 °C(Predicted)
Density 
1.272±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Sparingly)
form 
Solid
pka
0.22±0.30(Predicted)
color 
Brown to Dark Brown
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Safety

HS Code 
2933992000
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
Q765270
Product name
2-QuinoxalinecarboxylicAcidMethylEster
Packaging
250mg
Price
$150
Updated
2021/12/16
TRC
Product number
Q765270
Product name
2-QuinoxalinecarboxylicAcidMethylEster
Packaging
2.5g
Price
$1190
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
61532
Product name
2-QuinoxalinecarboxylicAcidMethylEster
Packaging
2.5g
Price
$2200
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM1046604
Product name
2-QUINOXALINE CARBOXYLIC ACID METHYL ESTER
Purity
95.00%
Packaging
5MG
Price
$503.25
Updated
2021/12/16
Matrix Scientific
Product number
059244
Product name
Quinoxaline-2-carboxylic acid methyl ester
Purity
95+%
Packaging
1g
Price
$549
Updated
2021/12/16
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2-Quinoxalinecarboxylic acid methyl ester Chemical Properties,Usage,Production

Uses

2-Quinoxalinecarboxylic Acid Methyl Ester has been used as a reactant in the synthesis of quinoxaline derivatives that show antimycobacterial activity, while displaying minor activity itself. In addition to having the substructure that exhibits antitumor activity, it is also used in the design of guanine-guanine selective DNA cleaving agents.

Synthesis

67-56-1

879-65-2

1865-11-8

2-Quinoxaline carboxylic acid (1.0 g, 5.7 mmol, 1.0 eq.) was dissolved in 20 mL of methanol and thionyl chloride (1.25 mL, 17.2 mmol, 3.0 eq.) was added slowly. The reaction mixture was heated to reflux for 3 hours. After completion of the reaction, it was cooled to room temperature and concentrated under reduced pressure to remove the solvent. The residue was extracted with ethyl acetate, washed with water, partitioned and the organic phase was dried over anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure. Purification by silica gel column chromatography (eluent: petroleum ether/ethyl acetate=5:1) afforded the light yellow solid product methyl quinoxaline-2-carboxylate (1.01 g, yield 93.5%).

References

[1] Advanced Synthesis and Catalysis, 2009, vol. 351, # 16, p. 2549 - 2552
[2] Patent: CN107383024, 2017, A. Location in patent: Paragraph 0395
[3] Patent: WO2018/116072, 2018, A1. Location in patent: Page/Page column 74
[4] Supramolecular Chemistry, 2015, vol. 27, # 11-12, p. 780 - 786
[5] Tetrahedron, 2016, vol. 72, # 10, p. 1375 - 1380

2-Quinoxalinecarboxylic acid methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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