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Ethyl 3-bromo-5-nitrobenzoate

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Ethyl 3-bromo-5-nitrobenzoate Basic information

Product Name:
Ethyl 3-bromo-5-nitrobenzoate
Synonyms:
  • Ethyl 3-bromo-5-nitrobenzoate
  • Ethyl 3-bromo-5-nitrobenzoate 98%
  • Ethyl3-bromo-5-nitrobenzoate98%
  • Benzoic acid, 3-bromo-5-nitro-, ethyl ester
  • Ethyl 3-bromo-5-nitrobenzoate ISO 9001:2015 REACH
CAS:
690260-94-7
MF:
C9H8BrNO4
MW:
274.07
Product Categories:
  • blocks
  • Bromides
  • Carboxes
Mol File:
690260-94-7.mol
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Ethyl 3-bromo-5-nitrobenzoate Chemical Properties

storage temp. 
Sealed in dry,Room Temperature
form 
solid
color 
Yellow
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Safety Information

Hazard Codes 
Xi
Hazard Note 
Irritant
HS Code 
2916399090
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Ethyl 3-bromo-5-nitrobenzoate Usage And Synthesis

Synthesis

64-17-5

6307-83-1

690260-94-7

Add 3-bromo-5-nitrobenzoic acid (25 g, 101.6 mmol) and anhydrous ethanol (200 mL) to a 500 mL round bottom flask. With stirring at 0 °C, sulfoxide chloride (15 mL) was added slowly and dropwise. The reaction mixture was warmed to 80 °C with continuous stirring for 4 hours. Upon completion of the reaction, the reaction was quenched by the addition of 50 mL of water. The reaction mixture was extracted with dichloromethane (3 x 50 mL), the organic layers were combined and concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography with ethyl acetate/petroleum ether as eluent (gradient elution, 1:20 to 1:10). Ethyl 3-bromo-5-nitrobenzoate 27.5 g (99% yield) was obtained as a white solid.

References

[1] Patent: WO2017/184623, 2017, A1. Location in patent: Page/Page column 127
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 13, p. 3992 - 3996

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