| Identification | Back Directory | [Name]
2-BROMO-1-(1,3-THIAZOL-2-YL)ETHANONE | [CAS]
3292-77-1 | [Synonyms]
2-(Bromoacetyl)-1,3-thiazole
2-Bromo-1-thiazol-2-yl-ethanone
2-BroMo-1-(2-thiazolyl)-ethanone
2-(Bromoacetyl)-1,3-thiazole 97+%
2-(Bromoacetyl)-1,3-thiazole 95+%
Ethanone, 2-bromo-1-(2-thiazolyl)-
2-bromo-1-(thiazol-2-yl)ethan-1-one
2-bromo-2-(2-thiazolyl)acetaldehyde
2-BROMO-1-(1,3-THIAZOL-2-YL)ETHANONE
2-bromo-1-(1,3-thiazol-2-yl)-1-ethanone
2-Bromo-1-(1,3-thiazol-2-yl)ethan-1-one
Ethanone, 2-bromo-1-(2-thiazolyl)- (9CI)
2-BROMO-1-(1,3-THIAZOL-2-YL)ETHANONE HBr salt
2-Bromo-1-(1,3-thiazol-2-yl)ethan-1-one, 2-(1-Bromoethanoyl)-1,3-thiazole | [Molecular Formula]
C5H4BrNOS | [MDL Number]
MFCD06411540 | [MOL File]
3292-77-1.mol | [Molecular Weight]
206.06 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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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