2-Bromo-1,3-benzothiazole Chemical Properties

Melting point:

39-43 °C

Boiling point:

125°C/7mmHg(lit.)

Density 

1.748±0.06 g/cm3(Predicted)

Flash point:

>110°(230°F)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

-0.23±0.10(Predicted)

form 

Crystalline Solid

color 

Pale yellow

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C7H4BrNS/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H

InChIKey

DRLMMVPCYXFPEP-UHFFFAOYSA-N

SMILES

S1C2=CC=CC=C2N=C1Br

CAS DataBase Reference

2516-40-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38-36-22

Safety Statements 

26-36/37/39

RIDADR 

2811

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

29342000

2-Bromo-1,3-benzothiazole Usage And Synthesis

Chemical Properties

White to light brown solid

Uses

2-Bromobenzothiazole, is used as a pharmaceutical intermediate.

Synthesis

General procedure for the synthesis of 2-bromobenzothiazole from benzothiazole: Benzothiazole (1 mmol, 135.9 mg), carbon tetrabromide (1.1 mmol, 364.8 mg), 5 mL of N,N-dimethylformamide, and sodium tert-butoxide (4.0 mmol, 384.4 mg) were sequentially added to a 10 mL round-bottom flask. The reaction mixture was stirred at room temperature for 3 hours, during which time the progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was poured into water and extracted with dichloromethane. The organic phases were combined and dried with anhydrous sodium sulfate. Subsequently, the dichloromethane was removed by rotary evaporator to obtain the crude product. The crude product was purified by silica gel column chromatography using petroleum ether and ethyl acetate (v/v=30:1) as eluents to give 2-bromobenzothiazole (light yellow oily liquid, 199 mg, 93% yield).

References

[1] Organic and Biomolecular Chemistry, 2018, vol. 16, # 6, p. 886 - 890
[2] Patent: CN107501023, 2017, A. Location in patent: Paragraph 0051; 0052
[3] Organic Letters, 2009, vol. 11, # 2, p. 421 - 423
[4] Journal of Organic Chemistry, 2009, vol. 74, # 21, p. 8309 - 8313
[5] European Journal of Organic Chemistry, 2013, # 9, p. 1644 - 1648

2-Bromo-1,3-benzothiazole(2516-40-7)Related Product Information

• 2,2'-Dithiobis(benzothiazole)
• 3-Bromoanisole
• Benzothiazole
• 2-Mercaptobenzothiazole
• 2-BROMO-6-CHLORO-BENZOTHIAZOLE
• Bromine
• 2,6-DIBROMOBENZOTHIAZOLE
• 2-Bromo-6-methoxybenzothiazole
• 2-BROMO-4-CHLOROBENZOTHIAZOLE
• 5-Amino-4-bromo-1,3-benzothiazole
• 2-Amino-5-bromobenzothiazole
• 6-BROMO-1,3-BENZOTHIAZOLE
• 2-Amino-6-bromobenzothiazole
• 2-BROMO-6-BENZOTHIAZOLECARBOXYLIC ACID
• 6-Bromo-2-chlorobenzothiazole
• 2-AMINO-4-BROMOBENZOTHIAZOLE
• 2-Chloro-4-bromobenzothiazole
• 2-BROMO-6-FLUOROBENZOTHIAZOLE