2-BROMO-1-(1,3-THIAZOL-2-YL)ETHANONE Chemical Properties

Melting point:

54-55

Boiling point:

266.7±42.0 °C(Predicted)

Density 

1.763±0.06 g/cm3(Predicted)

storage temp. 

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

solubility 

Acetonitrile (Slightly), Chloroform (Sparingly)

form 

Solid

pka

-0.40±0.10(Predicted)

color 

Orange to Dark Orange

Stability:

Light Sensitive, Moisture Sensitive

Safety Information

Hazard Codes 

C,Xn

Risk Statements 

34-22

Safety Statements 

22-26-36/37/39-45

Hazard Note 

Corrosive

HazardClass 

IRRITANT

HS Code 

2934100090

2-BROMO-1-(1,3-THIAZOL-2-YL)ETHANONE Usage And Synthesis

Synthesis

Step A: A solution of 1-thiazol-2-ylacetophenone (2.00 g, 15.7 mmol) in anhydrous THF (8 mL) was slowly added dropwise to a solution of 97% tribromophenyltrimethylammonium (6.08 g, 15.7 mmol) in anhydrous THF (32 mL). The reaction mixture was heated at 35 °C with stirring for 3 h, followed by standing overnight. After completion of the reaction, the solid was removed by filtration and the filtrate was concentrated under reduced pressure to give the crude product. The crude product was dissolved in dichloromethane (CH2Cl2) and purified by silica gel column chromatography (eluent: 20/80 ethyl acetate/petroleum ether) to afford 2-bromo-1-thiazol-2-ylacetophenone (2.85 g, 88% yield) as a solidified oil.1H-NMR (CDCl3) δ: 8.03 (d, 1H, J = 2.8 Hz, -S-CH=CH-N=); 7.75 (d, 1H, J = 2.8 Hz, -S-CH=CH-N=); 7.75 (d, 1H, J = 2.8 Hz, -S-CH=CH-N=). ); 7.75 (d, 1H, J = 2.8 Hz, -S-CH=CH*-N=); 4.70 (s, 2H, CH2).

References

[1] Patent: US6468979, 2002, B1
[2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 3, p. 1093 - 1102
[3] Patent: CN107629022, 2018, A. Location in patent: Paragraph 0534; 0535; 0536; 0537
[4] Helvetica Chimica Acta, 1948, vol. 31, p. 1142,1156
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 15, p. 4374 - 4377

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