2-CHLORO-3-METHYL-QUINOXALINE Chemical Properties

Melting point:

91-93℃

Boiling point:

259.9±35.0 °C(Predicted)

Density 

1.292±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

powder

pka

-1.14±0.48(Predicted)

Appearance

Orange to red Solid

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

25-41

Safety Statements 

26-39-45

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

2

HazardClass 

IRRITANT

HS Code 

29339900

2-CHLORO-3-METHYL-QUINOXALINE Usage And Synthesis

Chemical Properties

Pink solid

Synthesis

GENERAL PROCEDURE: 3-methylquinoxalin-2-ol (28.1 mmol, 5.0 g) was dissolved in phosphorous trichloride (POCl3, 25 mL) at 0°C and the resulting solution was allowed to reflux at 120°C for 5 hours. Upon completion of the reaction, the reaction was quenched with a cooled ammonia solution and extracted with ethyl acetate (EtOAc, 2 x 15 mL). The organic phase was separated and washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate (MgSO4), filtered, and concentrated in vacuum to give the crude product. The crude product was purified by silica gel fast column chromatography (eluent: petroleum ether/ethyl acetate = 10:1, v/v) to afford 5.0 g 3-methyl-2-chloro-quinoxaline as an off-white solid in 90% yield. Melting point: 86.0-87.0 °C; ESI-MS m/z: 179.4 [M + H]+.

References

[1] European Journal of Medicinal Chemistry, 2016, vol. 124, p. 311 - 325
[2] European Journal of Medicinal Chemistry, 2009, vol. 44, # 3, p. 1135 - 1143
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 7, p. 565 - 573
[4] E-Journal of Chemistry, 2011, vol. 8, # 2, p. 635 - 642
[5] Journal of Heterocyclic Chemistry, 2007, vol. 44, # 5, p. 1139 - 1143

2-CHLORO-3-METHYL-QUINOXALINE(32601-86-8)Related Product Information

• 2-Chloroquinoxaline
• 2-CHLORO-3-PHENYLQUINOXALINE
• (3-CHLOROQUINOXALIN-2-YL)MALONONITRILE
• (3-CHLORO-QUINOXALIN-2-YL)-(TOLUENE-4-SULFONYL)-ACETONITRILE
• 2-CHLORO-3-ETHYLQUINOXALINE
• METHYL (3-CHLOROQUINOXALIN-2-YL)(CYANO)ACETATE
• (3-CHLORO-QUINOXALIN-2-YL)-(4-FLUORO-BENZENESULFONYL)-ACETONITRILE
• (3-CHLORO-QUINOXALIN-2-YL)-(3,4-DIMETHYL-BENZENESULFONYL)-ACETONITRILE
• 2-CHLORO-3-METHYL-QUINOXALINE
• 2-(5-BROMO-2-THIENYL)-3-CHLOROQUINOXALINE
• (3-CHLOROQUINOXALIN-2-YL)(PHENYLSULFONYL)ACETONITRILE
• 2-CHLORO-3-(2-THIENYL)QUINOXALINE
• (4-CHLORO-BENZENESULFONYL)-(3-CHLORO-QUINOXALIN-2-YL)-ACETONITRILE
• 2-CHLORO-3-(TRIFLUOROMETHYL)QUINOXALINE
• N-(4-[(3-CHLORO-QUINOXALIN-2-YL)-CYANO-METHANESULFONYL]-PHENYL)-ACETAMIDE
• 2-BENZYL-3-CHLOROQUINOXALINE