2,6-DIBROMO-3-HYDROXYPYRIDINE synthesis
- Product Name:2,6-DIBROMO-3-HYDROXYPYRIDINE
- CAS Number:6602-33-1
- Molecular formula:C5H3Br2NO
- Molecular Weight:252.89
109-00-2
607 suppliers
$10.00/10g
6602-33-1
112 suppliers
$14.00/250mg
Yield: 46%
Reaction Conditions:
with bromine;sodium hydroxide at 0 - 20; for 5 h;
Steps:
40
5.40
2,6-Dibromopyridin-3-ol (30)
An ice-cold solution of bromine (16.2 mL, 315 mmol) in sodium hydroxide (2.5 M, 320 mL, 800 mmol) was added dropwise to a stirred solution of pyridin-3-ol (10.0 g, 105 mmol) in sodium hydroxide (2.5 M, 110 mL, 275 mmol).
The solution was stirred at 0 °C for 1 h and then at room temp for 4 h.
A small amount of precipitate that formed was removed by filtration.
The filtrate was cooled, and concentrated hydrochloric acid was added until the pH reached 1.
The solid was collected by filtration, washed with water, dried, and recrystallised from carbon tetrachloride to give 30 (12.1 g, 46%) as a beige coloured solid: 1H NMR (400 MHz, DMSO-d6) δ = 11.14 (br s, 1H), 7.47 (d, J = 8.0 Hz, 1H), 7.26 (d, J = 8.0 Hz, 1H); MS ES-ve m/z 250, 252, 254 (M-H)-.
References:
Miah, Afjal H.;Abas, Hossay;Begg, Malcolm;Marsh, Benjamin J.;O'Flynn, Daniel E.;Ford, Alison J.;Percy, Jonathan M.;Procopiou, Panayiotis A.;Richards, Steve A.;Rumley, Sally-Anne [Bioorganic and Medicinal Chemistry,2014,vol. 22,# 15,p. 4298 - 4311]
109-00-2
607 suppliers
$10.00/10g
6602-32-0
424 suppliers
$10.00/1g
6602-33-1
112 suppliers
$14.00/250mg
109-00-2
607 suppliers
$10.00/10g
6602-33-1
112 suppliers
$14.00/250mg
129611-31-0
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109-00-2
607 suppliers
$10.00/10g
6602-33-1
112 suppliers
$14.00/250mg
6602-34-2
52 suppliers
$120.00/1g
109-00-2
607 suppliers
$10.00/10g
6602-32-0
424 suppliers
$10.00/1g
6602-33-1
112 suppliers
$14.00/250mg
6602-34-2
52 suppliers
$120.00/1g