6-BROMO-2-BENZOTHIAZOLINONE Chemical Properties

Melting point:

229-233 °C (lit.)

Density 

1.7496 (estimate)

storage temp. 

Sealed in dry,Room Temperature

pka

9.50±0.20(Predicted)

form 

Crystalline Powder

color 

White to off-white

CAS DataBase Reference

62266-82-4(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29342000

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

6-BROMO-2-BENZOTHIAZOLINONE Usage And Synthesis

Chemical Properties

white to off-white crystalline powder

General Description

Synthesis of 6-bromo-2-benzothiazolinone has been reported. Density of 6-bromo-2-benzothiazolinone is 1.7496 g/cm³ at 25°C.

Synthesis

General procedure for the synthesis of 6-bromo-2-benzothiazolinone from 2-hydroxybenzothiazole: Bromine (5.1 mL, 99.2 mmol) was slowly added dropwise to a solution of 3H-benzothiazol-2-one (7) (5 g, 33.1 mmol) in dichloromethane (DCM) (200 mL). The reaction mixture was stirred at room temperature for 3 hours. After completion of the reaction, the precipitate was collected by filtration, washed with ether and dried to give the target compound 8 as a white powder (6.85 g, 90% yield). Compound 8 had the molecular formula C7H4BrNOS, molecular weight of 230.1 g/mol, and melting point of 229-231 °C. 1H NMR (300 MHz, CDCl3) data were as follows: δ 7.03 (d, 1H, J = 8.9 Hz), 7.43 (dd, 1H, J = 1.7 Hz, 8.9 Hz), 7.85 (d, 1H, J = 1.7 Hz). Mass spectra (ESI+) showed m/z 229.8 [M + H79Br]+ and 231.7 [M + H81Br]+.

References

[1] Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1503 - 1509
[2] European Journal of Medicinal Chemistry, 2017, vol. 137, p. 310 - 326
[3] Monatshefte fur Chemie, 2011, vol. 142, # 1, p. 67 - 80
[4] European Journal of Medicinal Chemistry, 2015, vol. 92, p. 807 - 817
[5] Bollettino Scientifico della Facolta di Chimica Industriale di Bologna, 1944, vol. 5, p. 11,14, 16, 18

6-BROMO-2-BENZOTHIAZOLINONE(62266-82-4)Related Product Information

• Risedronic acid
• Benzonitrile, 3-bromo-2-fluoro- (9CI)
• 2-Benzothiazolol
• 4-FLUORO-2(3H)-BENZOTHIAZOLONE
• 6-METHYL-3H-BENZOTHIAZOL-2-ONE
• 6-FLUORO-2(3H)-BENZOTHIAZOLONE
• 4-Choro-2(3H)-benzothiazolone
• 6-CHLORO-3H-BENZOTHIAZOL-2-ONE
• 5--fluoro-2(3H)-benzothiazolone
• 2-HYDROXY-4-METHYL-BENZOTHIOZOLE
• 5-BROMO-2(3H)-BENZOTHIAZOLONE
• 2(3H)-Benzothiazolone,7-chloro-(9CI)
• 6-METHOXY-2(3H)-BENZOTHIAZOLONE
• Coumarin 6
• 6-BROMO-2-BENZOTHIAZOLINONE
• ethyl (6-bromo-2-oxo-1,3-benzothiazol-3(2H)-yl)acetate
• SPECS AE-641/11517249
• [(6-BROMOBENZO[D]THIAZOL-2-YLOXY)METHYL] PROPYLCYANOCARBONIMIDODITHIOATE