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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419521Generated: November 1, 2026

1-Iodopropane → 4-[2-Methyl-5-(methyloxy)-4-nitrophenyl]-1-propylpyridinium iodide

https://huagongshe.com/reaction/419521

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-IodopropaneHCID 33643—
Reactant4-[2-Methyl-5-(methyloxy)-4-nitrophenyl]pyridineHCID 59452649—
SolventAcetoneHCID 180—
SolventPinacoloneHCID 6416—
Product4-[2-Methyl-5-(methyloxy)-4-nitrophenyl]-1-propylpyridinium iodideHCID 66649759535.3%

Reaction Conditions

Temperature102 °C

Reaction Steps

To 4-[2-methyl-5-(methyloxy)-4-nitrophenyl]pyridine (750 mg, 3.07 mmol) in 15 mL of pinacolone was added, 1-iodopropane (2.1 g, 2.66 mmol). The mixture was heated to 102° C. for 24 h. The mixture was cooled and diluted with acetone. The resulting slurry was filtered and washed with acetone. The product was dried under vacuum to give the title compound of step B (1.1 g, 14.24 mmol, 86%). 1H NMR (400 MHz, DMSO-d6) δ ppm 9.19 (d, J=6.78 Hz, 2H), 8.30 (d, J=6.59 Hz, 2H), 7.94 (s, 1H), 7.37 (s, 1H), 4.61 (t, J=7.23 Hz, 2H), 3.93 (s, 3H), 2.26 (s, 3H), 1.92-2.02 (m, 2H), 0.92 (t, J=7.42 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093239B2
Source datasetuspto-grants-2012_01
ORD IDord-0bba2445645f4b5796e7665ba3fbb82c
Source noteuspto-grants-2012_01