2-Bromo-5-fomylthiazole Chemical Properties

Melting point:

94-96°C

Boiling point:

264.9±13.0 °C(Predicted)

Density 

1.920±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

Crystalline Powder

pka

-0.94±0.10(Predicted)

color 

White to yellow

InChI

InChI=1S/C4H2BrNOS/c5-4-6-1-3(2-7)8-4/h1-2H

InChIKey

DJUWIZUEHXRECB-UHFFFAOYSA-N

SMILES

S1C(C=O)=CN=C1Br

CAS DataBase Reference

464192-28-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-43-36-22

Safety Statements 

26-36/37/39-36/37

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29339900

2-Bromo-5-fomylthiazole Usage And Synthesis

Chemical Properties

Yellow powder

Uses

2-Bromothiazole-5-carboxaldehyde is a reactant in the preparation of thienopyridines as potent checkpoint 1 kinase (CHK1) inhibitors.

Synthesis

General procedure for the synthesis of 2-bromo-5-formylthiazole from 2-bromothiazole-5-methanol: Manganese dioxide (3.8 g, 37.10 mmol) was added to a solution of 2-bromothiazole-5-methanol (1.44 g, 7.42 mmol) in trichloromethane (20 mL). The reaction mixture was stirred at room temperature for 3 days. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure to give 2-bromo-5-formylthiazole (870 mg, 61% yield) as a white solid. The structure of the product was confirmed by nuclear magnetic resonance hydrogen spectrum (1H-NMR, 400 MHz, CDCl3): δ 9.95 (s, 1H), 8.16 (s, 1H); nuclear magnetic resonance carbon spectrum (13C-NMR, 100 MHz, CDCl3): δ 180.93, 150.47, 145.48, 142.91; mass spectra (ESI): m/z 192.31 ([MH+]).

References

[1] Patent: WO2008/61795, 2008, A2. Location in patent: Page/Page column 61-62

2-Bromo-5-fomylthiazole(464192-28-7)Related Product Information

• 1-Bromododecane
• Fosthiazate
• 2,2'-Dithiobis(benzothiazole)
• 2-Methyl-4-isothiazolin-3-one
• Benzothiazole
• Methylchloroisothiazolinone/methylisothiazolinone mixture (MCIT/MIT)
• Bromine
• 4-Bromothiazole
• Thiazole-5-carboxaldehyde
• 2-Bromo-4-fomylthiazole
• 2-Bromo-5-fomylthiazole