3,5-DIBROMO-4-CHLOROPYRIDINE Chemical Properties

Melting point:

98 °C

Boiling point:

256.4±35.0 °C(Predicted)

Density 

2.136±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

pka

0.30±0.10(Predicted)

Appearance

Off-white to light yellow Solid

CAS DataBase Reference

13626-17-0

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

3,5-DIBROMO-4-CHLOROPYRIDINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 3,5-dibromo-4-chloropyridine from 3,5-dibromopyridin-4(1H)-one: to 3,5-dibromopyridin-4(1H)-one (0.25 g, 1.0 mmol) was added phosphorous trichloride (POCl3, 2 mL), and the reaction mixture was heated and refluxed for 2 hours at 100 °C. Upon completion of the reaction, the mixture was slowly poured into an ice-water mixture (25 g) and the pH was adjusted to alkaline with saturated sodium bicarbonate solution. Subsequently, the aqueous phase was extracted with dichloromethane (CH2Cl2, 2 x 20 mL), the organic phases were combined and washed with brine (25 mL). The organic layer was dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to afford 3,5-dibromo-4-chloropyridine as a white solid (275 mg, 100% yield). The melting point of the product was 101-103 °C; mass spectrometry analysis showed m/z 272 (100%, [M+H]+).

References

[1] Patent: WO2010/41054, 2010, A1. Location in patent: Page/Page column 39
[2] Tetrahedron, 2010, vol. 66, # 13, p. 2398 - 2403
[3] Journal of Organic Chemistry, 2000, vol. 65, # 10, p. 3154 - 3159
[4] Patent: US2003/17942, 2003, A1
[5] Journal of the American Chemical Society, 2012, vol. 134, # 22, p. 9390 - 9399

3,5-DIBROMO-4-CHLOROPYRIDINE(13626-17-0)Related Product Information

• 3,5-Dibromopyridine
• 3,5-DIBROMO-4-CHLOROPYRIDINE
• 3,5-Dibromo-4-chloropyridine-2-carboxylic acid
• 3-BROMO-4-CHLOROPYRIDINE HCL