2,3,4,5,6-PENTABROMOPYRIDINE synthesis
- Product Name:2,3,4,5,6-PENTABROMOPYRIDINE
- CAS Number:2402-94-0
- Molecular formula:C5Br5N
- Molecular Weight:473.58
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Yield: 68%
Reaction Conditions:
with phosphorus(V) oxybromide at 20 - 150;Inert atmosphere;
Steps:
Pentabromopyridine (3):
To the solid compound 2 (3.5 g, 8.52 mmol), POBr3 (2.4 g, 8.52 mmol) was added at room temperature under argon and the mixture was stirred vigorously. The reaction mixture was heated to 150°C and then stirred for 4 h. After cooling to room temperature, ice-cold water was added (20 g). The reaction mixture was then filtered and the residue was washed thoroughly with distilled water (2 x 10 mL). Drying of the solid residue produced crude 3. The crude mixture was purified by flash column chromatography on silica gel (230-400 mesh) using hexane and 2% ethyl acetate in hexane to afford pure pentabromopyridine (3, 2.7 g) in 68% yield. mp 208-210°C, mp 209-210°C [[1]]; 13C NMR (75 MHz, DMSO) δ= 127.0, 140.4, 141.2; HRMS (ESI+) calcd. for C5HBr5N [M+H]+ 473.5985; found 473.5979. [1] Wibaut J. P., Bickel A. F. Recl. Trav. Chim. Pays-Bas 1939, 58, 11, 994-997.
References:
Pomarański, Piotr;Roszkowski, Piotr;Maurin, Jan K.;Budzianowski, Armand;Czarnocki, Zbigniew [Tetrahedron Letters,2017,vol. 58,# 5,p. 462 - 465] Location in patent:supporting information
626-64-2
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