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2,3-Dichloro-6-methoxyquinoxaline

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2,3-Dichloro-6-methoxyquinoxaline Basic information

Product Name:
2,3-Dichloro-6-methoxyquinoxaline
Synonyms:
  • Quinoxaline, 2,3-dichloro-6-Methoxy-
  • 2,3-Dichloro-6-methoxy-1,4-benzodiazine
  • Grazoprevir Intermediate 1
  • EOS-61016
  • 2,3-Dichloro-6-methoxyquinoxaline 98%
CAS:
39267-04-4
MF:
C9H6Cl2N2O
MW:
229.06
Product Categories:
  • intermediates
Mol File:
39267-04-4.mol
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2,3-Dichloro-6-methoxyquinoxaline Chemical Properties

Density 
1.450
storage temp. 
Inert atmosphere,Room Temperature
Appearance
White to pink Solid
InChI
InChI=1S/C9H6Cl2N2O/c1-14-5-2-3-6-7(4-5)13-9(11)8(10)12-6/h2-4H,1H3
InChIKey
NFJQDGNCJJPQNV-UHFFFAOYSA-N
SMILES
N1C2C(=CC(OC)=CC=2)N=C(Cl)C=1Cl
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Safety Information

HS Code 
2933998090
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2,3-Dichloro-6-methoxyquinoxaline Usage And Synthesis

Uses

2,3-Dichloro-6-methoxyquinoxaline is used for preparation of antibacterial and antifungal activity of (tetrazolo[1,5-a]quinoxalinyl)dihydrophthalazine-diones as reactant or reagent.

Synthesis

31910-18-6

39267-04-4

General procedure for the synthesis of 2,3-dichloro-6-methoxyquinoxaline from 6-methoxyquinoxaline-2,3-diol: 6-methoxy-1,4-dihydro-quinoxaline-2,3-dione (15.5 g, 1 mmol) was dissolved in 75 mL of phosphorochloride, and the reaction mixture was heated and refluxed for 24 hours. Upon completion of the reaction, a 1:1 mixture of water and methanol was slowly added at 0 to 5 °C to quench the reaction. Subsequently, the resulting precipitate was collected by filtration and dried under reduced pressure to give 17.2 g of 2,3-dichloro-6-methoxyquinoxaline in 93.1% yield.

References

[1] Patent: KR2018/106597, 2018, A. Location in patent: Paragraph 0451-0454
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4508 - 4522
[3] Journal of Medicinal Chemistry, 1990, vol. 33, # 8, p. 2240 - 2254

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