Methyl iodide → 3-Methoxy-1-methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]pyridinium iodide

HRID 518799Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:8]=1[C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[C:11]([O:18][CH:19]([CH3:21])[CH3:20])[CH:10]=1.[CH3:22][I:23]>CC(C)=O>[I-:23].[CH3:1][O:2][C:3]1[CH:4]=[N+:5]([CH3:22])[CH:6]=[CH:7][C:8]=1[C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[C:11]([O:18][CH:19]([CH3:21])[CH3:20])[CH:10]=1

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 3.41 g of 3-methoxy-4-[4-nitro-3-(propan-2-yloxy)phenyl]pyridine and 1.33 ml of methyl iodide in 55 ml of acetone is heated at 50° C. (bath) for 3 h 30. 147 μl of methyl iodide are added and the heating is continued at 50° C. for 50 minutes. The mixture is then concentrated under vacuum, so as to obtain 5.13 g of 3-methoxy-1-methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]pyridinium iodide in the form of a yellow solid.

Workup

concentrationThe mixture is then concentrated under vacuum

Sources & evidence

ORD record: ord-341a4219489c4bad9b700c9ea2d21f68
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09115140B2

Reaction notes

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