5-(Bromomethyl)-2-chloro-3-iodopyridine

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5-(Bromomethyl)-2-chloro-3-iodopyridine Basic information
Product Name:5-(Bromomethyl)-2-chloro-3-iodopyridine
Synonyms:5-(Bromomethyl)-2-chloro-3-iodopyridine;3-bromomethyl-6-chloro-5-iodopyridine;Pyridine, 5-(bromomethyl)-2-chloro-3-iodo-
CAS:904745-62-6
MF:C6H4BrClIN
MW:332.36
EINECS:
Product Categories:
Mol File:904745-62-6.mol
5-(Bromomethyl)-2-chloro-3-iodopyridine Structure
5-(Bromomethyl)-2-chloro-3-iodopyridine Chemical Properties
Melting point 110-112 °C
Boiling point 351.1±42.0 °C(Predicted)
density 2.273±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka-1.73±0.10(Predicted)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
5-(Bromomethyl)-2-chloro-3-iodopyridine Usage And Synthesis
Synthesis
2-CHLORO-3-IODO-5-PICOLINE

59782-91-1

5-(Bromomethyl)-2-chloro-3-iodopyridine

904745-62-6

General procedure for the synthesis of 5-(bromomethyl)-2-chloro-3-iodopyridine from 2-chloro-3-iodo-5-methylpyridine: 4.60 g (18.15 mmol) of 6-chloro-5-iodo-3-methylpyridine (Setliff et al., J. Chem. Engineering Data (1976), 21(2), 246-7), 3.39 g (19.06 mmol) of N-bromosuccinimide and 0.30 g (1.82 mmol) of 2,2'-azobis(2-methylpropionitrile) were dissolved in 500 ml of chlorobenzene and reacted under reflux conditions for about 16 hours. Upon completion of the reaction, the reaction mixture was washed with saturated aqueous sodium sulfite solution and sodium bicarbonate solution, followed by drying with sodium sulfate and concentration under reduced pressure. Purification by silica gel column chromatography (silica gel 60-Merck, particle size: 0.04 to 0.063 mm) with the mobile phase ethyl acetate: cyclohexane (1:10) afforded 3.86 g (38% yield) of the target product 3-bromomethyl-6-chloro-5-iodopyridine.1H-NMR (CD3CN) data: δ [ppm] = 4.48 (s, 2H), 8.30 ( s, 1H), 8.40 (s, 1H).

References[1] Patent: US2009/181947, 2009, A1. Location in patent: Page/Page column 39
[2] Patent: US2009/247551, 2009, A1. Location in patent: Page/Page column 28
[3] Patent: US2010/48646, 2010, A1. Location in patent: Page/Page column 25-26
5-(Bromomethyl)-2-chloro-3-iodopyridine Preparation Products And Raw materials
Raw materials2-Chloro-3-iodo-5-picoline
Tag:5-(Bromomethyl)-2-chloro-3-iodopyridine(904745-62-6) Related Product Information
2-Chloro-3-iodo-5-picoline Pyridine, 5-(bromomethyl)-2-chloro- (9CI) 6-Chloro-5-iodonicotinonitrile 2,2-Dimethylbutane-1,4-diol 5-(Bromomethyl)-2-chloropyridine hydrobromide 5-(Bromomethyl)-2,4-dichloropyridine