2-Chloro-6-fluorobenzo[d]oxazole

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CAS:153403-53-3
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CAS:153403-53-3
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Products Intro: Product Name:2-chloro-6-fluoro-1,3-benzoxazole
CAS:153403-53-3
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2-Chloro-6-fluorobenzo[d]oxazole manufacturers

2-Chloro-6-fluorobenzo[d]oxazole Basic information
Product Name:2-Chloro-6-fluorobenzo[d]oxazole
Synonyms:2-Chloro-6-fluorobenzo[d]oxazole;2-Chloro-6-fluorobenzoxazole;2-Chloro-6-fluoro-benzooxazole;2-Chloro-6-fluoro-1,3-benzoxazole;Benzoxazole, 2-chloro-6-fluoro-
CAS:153403-53-3
MF:C7H3ClFNO
MW:171.56
EINECS:
Product Categories:
Mol File:153403-53-3.mol
2-Chloro-6-fluorobenzo[d]oxazole Structure
2-Chloro-6-fluorobenzo[d]oxazole Chemical Properties
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
Safety Information
HS Code 2934999090
MSDS Information
2-Chloro-6-fluorobenzo[d]oxazole Usage And Synthesis
Synthesis
6-Fluoro-benzooxazole-2-thiol

145096-57-7

2-Chloro-6-fluorobenzo[d]oxazole

153403-53-3

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
2-Chloro-6-fluorobenzo[d]oxazole Preparation Products And Raw materials
Raw materials6-Fluoro-benzooxazole-2-thiol
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