ChemicalBook > CAS DataBase List > 2-Chloro-6-methoxyquinoxaline

2-Chloro-6-methoxyquinoxaline

Product Name
2-Chloro-6-methoxyquinoxaline
CAS No.
55687-11-1
Chemical Name
2-Chloro-6-methoxyquinoxaline
Synonyms
2-Chloro-6-methoxyquinoxaline;Quinoxaline, 2-chloro-6-methoxy-
CBNumber
CB22484491
Molecular Formula
C9H7ClN2O
Formula Weight
194.62
MOL File
55687-11-1.mol
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2-Chloro-6-methoxyquinoxaline Property

Boiling point:
297.3±35.0 °C(Predicted)
Density 
1.333±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-0.91±0.30(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
HCH0363618
Product name
2-CHLORO-6-METHOXYQUINOXALINE
Purity
95.00%
Packaging
5MG
Price
$495.8
Updated
2021/12/16
Chemenu
Product number
CM141831
Product name
2-chloro-6-methoxyquinoxaline
Purity
98%
Packaging
5g
Price
$1683
Updated
2021/12/16
Ambeed
Product number
A116536
Product name
2-Chloro-6-methoxyquinoxaline
Purity
98%
Packaging
5g
Price
$1718
Updated
2021/12/16
Ambeed
Product number
A116536
Product name
2-Chloro-6-methoxyquinoxaline
Purity
98%
Packaging
100mg
Price
$146
Updated
2021/12/16
Ambeed
Product number
A116536
Product name
2-Chloro-6-methoxyquinoxaline
Purity
98%
Packaging
250mg
Price
$203
Updated
2021/12/16
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2-Chloro-6-methoxyquinoxaline Chemical Properties,Usage,Production

Synthesis

924-44-7

102-51-2

55687-11-1

A toluene solution of 50% ethyl 2-oxoacetate (18.47 mL, 93 mmol) was slowly added dropwise to a solution of 4-methoxybenzene-1,2-diamine (10.73 g, 78 mmol) in ethanol (100 mL) at room temperature and the reaction was stirred. After completion of the reaction, the mixture was concentrated under reduced pressure and the residue was recrystallized from methanol to give a mixture of 6-methoxyquinoxalin-2(1H)-one and 7-methoxyquinoxalin-2(1H)-one (5.73 g, 32.50 mmol, 42% yield). Subsequently, the above mixture (5.67 g, 32.20 mmol) was dissolved in phosphoryl chloride (120 mL) and heated to reflux for 1 hour. At the end of the reaction, the excess phosphoryl chloride was evaporated under reduced pressure and the residue was quenched with ice water and the pH was adjusted to alkaline with sodium carbonate solution. The aqueous phase was extracted with ethyl acetate (3 x 200 mL), the organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: 0 to 5% ethyl acetate/hexane gradient elution) to afford the target compound 2-chloro-6-methoxyquinoxaline (2.21 g, 11.36 mmol, 35% yield).

References

[1] Patent: WO2011/53292, 2011, A1. Location in patent: Page/Page column 147
[2] Patent: JP5714745, 2015, B2. Location in patent: Paragraph 0296; 0297; 0298

2-Chloro-6-methoxyquinoxaline Preparation Products And Raw materials

Raw materials

Preparation Products

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55687-11-1, 2-Chloro-6-methoxyquinoxalineRelated Search:


  • 2-Chloro-6-methoxyquinoxaline
  • Quinoxaline, 2-chloro-6-methoxy-
  • 55687-11-1