2-Chloro-6-nitrobenzothiazole Chemical Properties

Melting point:

192-195°C

Boiling point:

348.1±15.0 °C(Predicted)

Density 

1.650±0.06 g/cm3(Predicted)

storage temp. 

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

form 

solid

pka

-2.40±0.10(Predicted)

color 

Off White

CAS DataBase Reference

2407-11-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29342000

2-Chloro-6-nitrobenzothiazole Usage And Synthesis

Chemical Properties

solid

Synthesis

General procedure for the synthesis of 2-chloro-6-nitrobenzothiazole from 2-chlorobenzothiazole: 11.08 g (6.42 mmol) of 2-chlorobenzothiazole and 8.56 mL of concentrated sulfuric acid were added to a 50 mL round-bottomed flask, and the reaction was stirred for 1.5 h at 10-17 °C. The reaction mixture became white. After the reaction mixture turned white, it was cooled to 12 °C, 714 mg (7.062 mmol) of potassium nitrate was slowly added, the reaction temperature was controlled to be lower than 18 °C, and stirring was continued for 1 hour. Subsequently, the reaction system was warmed to 25 °C, stirred for 1.5 h, and then slowly warmed to 40 °C. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice water. The precipitated solid was collected by filtration, washed with water to neutral (pH=7) and dried under vacuum to afford 2-chloro-6-nitrobenzothiazole in 87% yield.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 14, p. 3328 - 3332
[2] Advanced Synthesis and Catalysis, 2017, vol. 359, # 11, p. 1837 - 1843
[3] Patent: WO2008/153325, 2008, A1. Location in patent: Page/Page column 36
[4] Beilstein Journal of Organic Chemistry, 2016, vol. 12, p. 2019 - 2025
[5] Farmaco, 1994, vol. 49, # 3, p. 153 - 166

2-Chloro-6-nitrobenzothiazole(2407-11-6)Related Product Information

• 2,2'-Dithiobis(benzothiazole)
• 2-Mercaptobenzothiazole
• 6-Nitrobenzothiazole
• 2-Chlorobenzothiazole
• 1-Chloro-3-nitrobenzene
• 2-Nitrochlorobenzene
• Benzothiazole
• NITROGEN DIOXIDE
• Difluorochloromethane
• 2-Chlorothiazole
• 6-Aminobenzothiazole
• 4-Nitrobenzyl chloride
• 2-Chlorobenzothiazo-6-amine
• 2-Chloro-5-nitrobenzothiazole
• 4-Chloronitrobenzene
• 2-BROMO-4-CHLORO-6-NITROBENZOTHIAZOLE
• 2-CHLORO-4-NITROBENZOTHIAZOLE
• 2,4-DICHLORO-6-NITROBENZOTHIAZOLE