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| | 1-(5-bromothiophen-3-yl)ethanone Basic information |
| Product Name: | 1-(5-bromothiophen-3-yl)ethanone | | Synonyms: | 1-(5-bromothiophen-3-yl)ethanone;1-(5-broMothiophen-3-yl)ethan-1-one;1-(5-bromo-3-thienyl)ethanone;3-Acetyl-5-bromothiophene;4-Acetyl-2-bromothiophene;1-(5-Bromothiophen-3-yl);Ethanone, 1-(5-bromo-3-thienyl)-;1-(5-Bromothiophen-3-yl)ethanone - [B71010] | | CAS: | 59227-67-7 | | MF: | C6H5BrOS | | MW: | 205.07 | | EINECS: | | | Product Categories: | | | Mol File: | 59227-67-7.mol |  |
| | 1-(5-bromothiophen-3-yl)ethanone Chemical Properties |
| Melting point | 63-64 °C | | Boiling point | 130-135 °C(Press: 13 Torr) | | density | 1.619±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | Appearance | Light yellow to yellow Solid |
| | 1-(5-bromothiophen-3-yl)ethanone Usage And Synthesis |
| Uses | 1-(5-Bromothiophen-3-yl)ethanone is a useful research chemical for the preparation of acifran analogs as agonists of niacin receptors, GPR109a and GPR109b for the treatment of atherosclerosis. | | Synthesis | The general procedure for the synthesis of 1-(5-bromothiophen-3-yl)ethanone from 3-acetylthiophene is as follows: to a solution of acetic acid (50 mL) containing 3-acetylthiophene (2.52 g, 20 mmol, 1.0 eq.), sodium acetate (2.46 g, 30 mmol, 1.5 eq.) and bromine (3.2 g, 20 mmol, 1.0 eq.) are added sequentially, the bromine The addition of bromine was controlled to be completed within 30 minutes. The reaction mixture was stirred at room temperature overnight. Subsequently, water (150 mL) was added to the reaction system and stirring was continued for 2 hours. The resulting solid product was collected by filtration, washed sequentially with water (10 mL) and petroleum ether (20 mL), and dried to afford the target compound 1-(5-bromothiophen-3-yl)ethanone (8i-2) as a brown solid (1.52 g, 37% yield). | | References | [1] Synthetic Communications, 1981, vol. 11, # 1, p. 29 - 34
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 19, p. 5849 - 5853
[3] Patent: US9138427, 2015, B2. Location in patent: Page/Page column 296
[4] ACS Medicinal Chemistry Letters, 2012, vol. 3, # 11, p. 897 - 902
[5] Patent: US2003/114666, 2003, A1 |
| | 1-(5-bromothiophen-3-yl)ethanone Preparation Products And Raw materials |
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