3-Iodopyridine synthesis
- Product Name:3-Iodopyridine
- CAS Number:1120-90-7
- Molecular formula:C5H4IN
- Molecular Weight:205
626-55-1
536 suppliers
$5.00/5 / G
1120-90-7
295 suppliers
$5.00/250mg
Yield:1120-90-7 98%
Reaction Conditions:
with copper(l) iodide;sodium iodide;N,N`-dimethylethylenediamine in 1,4-dioxane at 110; for 18 h;Inert atmosphere;Schlenk technique;Finkelstein Reaction;
Steps:
Aromatic Finkelstein Reaction; General Procedure
Aromatic Finkelstein Reaction; General ProcedureThe reaction was carried out under argon using standard Schlenktechniques due to the moisture and oxygen sensitivity of the copper(I) iodide. A two-neck pear-shaped flask equipped with a refluxcondenser was charged with the (het)aryl bromide starting material,NaI (2 equiv per bromine to exchange), and CuI (5 mol% per bromineto exchange). N,N′-Dimethylethylenediamine (L1) or N,N′-dimethyl-1,2-cyclohexanediamine (L2) (10 mol% per bromine toexchange) and anhydrous 1,4-dioxane (0.5 mL per 1 mmol NaI)were added. The resulting suspension was heated to 110 °C for 18h. After cooling to r.t., the mixture was poured into aq 25% NH3 solution.The blue solution was diluted to a doubled volume with H2Oand was extracted three times with CH2Cl2. In the case of the 2,2′-bipyridines, the combined organic phases were additionally washedwith aq EDTA solution. Otherwise, the combined organic phaseswere solely washed with brine and dried with MgSO4. The solventwas removed under reduced pressure to give the desired product inpure form. If needed, the crude product can be purified by columnchromatography or recrystallization.
References:
Meyer-Eppler, Georg;Kuechler, Lea;Tenten, Christina;Benkhaeuser, Christian;Brueck, Stefanie;Luetzen, Arne [Synthesis,2014,vol. 46,# 8,art. no. SS-2013-Z0057-OP,p. 1085 - 1090]
1692-25-7
479 suppliers
$5.00/1g
1120-90-7
295 suppliers
$5.00/250mg
22447-55-8
7 suppliers
inquiry
1120-90-7
295 suppliers
$5.00/250mg
462-08-8
473 suppliers
$14.00/25g
1120-90-7
295 suppliers
$5.00/250mg
59-67-6
1071 suppliers
$7.00/25g
1120-90-7
295 suppliers
$5.00/250mg