| Identification | Back Directory | [Name]
2-Chloro-6-fluorobenzo[d]oxazole | [CAS]
153403-53-3 | [Synonyms]
2-Chloro-6-fluorobenzoxazole
2-Chloro-6-fluoro-benzooxazole
Benzoxazole, 2-chloro-6-fluoro-
2-Chloro-6-fluorobenzo[d]oxazole
2-Chloro-6-fluoro-1,3-benzoxazole | [Molecular Formula]
C7H3ClFNO | [MDL Number]
MFCD16250625 | [MOL File]
153403-53-3.mol | [Molecular Weight]
171.56 |
| Chemical Properties | Back Directory | [Boiling point ]
206.9±13.0 °C(Predicted) | [density ]
1.482±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [form ]
fused solid | [pka]
-0.83±0.30(Predicted) | [color ]
Dark brown |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 2-chloro-6-fluorobenzoxazole from 6-fluorobenzo[d]oxazole-2(3H)-thione was as follows: to a 500 mL round-bottomed flask was added 6-fluoro-2,3-dihydro-1,3-benzoxazole-2-thione (9.2 g, 54.38 mmol, 1.00 equiv.), thionyl chloride (200 mL) and N,N-dimethylformamide ( DMF, 0.5 mL). The reaction mixture was stirred in an oil bath at 80 °C for 6 hours. Upon completion of the reaction, the excess thionyl chloride was removed by distillation under reduced pressure. The residue was purified by silica gel column chromatography with ethyl acetate/petroleum ether (0/100 to 7/93) as eluent. The fraction containing the target product was collected and concentrated under reduced pressure to give 3.5 g (38% yield) of 2-chloro-6-fluorobenzoxazole as a brown oil. The product was confirmed by LC-MS (electrospray ionization, m/z) with a molecular ion peak [M+H]+ of 172. | [References]
[1] Patent: WO2014/164749, 2014, A1. Location in patent: Page/Page column 257 |
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