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2-(CHLOROMETHYL)-1,3-BENZOXAZOLE

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2-(CHLOROMETHYL)-1,3-BENZOXAZOLE Basic information

Product Name:
2-(CHLOROMETHYL)-1,3-BENZOXAZOLE
Synonyms:
  • 2-(CHLOROMETHYL)-1,3-BENZOXAZOLE
  • 2-(CHLOROMETHYL)BENZO[D]OXAZOLE
  • 2-CHLOROMETHYLBENZOXAZOLE
  • BUTTPARK 77\06-47
  • 2-(chlormethyl)-1,3-benzoxazole
  • Benzoxazole, 2-(chloroMethyl)-
  • 2-Chloromethyl-benzooxazole
CAS:
41014-43-1
MF:
C8H6ClNO
MW:
167.59
Product Categories:
  • Methyl Halides
  • Oxazoles, Isoxazoles & Benzoxazoles
  • Methyl Halides
  • Oxazoles, Isoxazoles & Benzoxazoles
Mol File:
41014-43-1.mol
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2-(CHLOROMETHYL)-1,3-BENZOXAZOLE Chemical Properties

Boiling point:
75/0.15mm
Density 
1.316±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
0.95±0.10(Predicted)
form 
liquid
color 
Clear, very pale yellow
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Safety Information

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
HazardClass 
IRRITANT
HS Code 
2934999090
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2-(CHLOROMETHYL)-1,3-BENZOXAZOLE Usage And Synthesis

Synthesis

36743-66-5

95-55-6

41014-43-1

B. To a stirred suspension of o-aminophenol (365 mg, 3.35 mmol) in dichloromethane (7 mL) was added ethyl 2-chloroacetimidate hydrochloride (798 mg, 5.05 mmol) in one batch at 0 °C. After 1 hour and 25 minutes of reaction, the mixture was raised from 0°C to ambient temperature and stirring was continued overnight. After completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was concentrated. The residue was purified by column chromatography (eluent: hexane/ethyl acetate, 7/3) to afford 2-chloromethyl-1,3-benzoxazole as a light-colored oil (533 mg, 95% yield).

References

[1] European Journal of Medicinal Chemistry, 2011, vol. 46, # 5, p. 1706 - 1712
[2] Patent: WO2008/110793, 2008, A1. Location in patent: Page/Page column 103-104
[3] Molecules, 2018, vol. 23, # 10,
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 7, p. 3066 - 3075
[5] Synthesis, 1979, p. 102 - 103

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