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

HRID 518795Notes

Reaction equation

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

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 7.35 g of 4-[4-nitro-3-(propan-2-yloxy)phenyl]pyridine and 16.1 g of methyl iodide in 150 ml of acetonitrile is heated at 50° C. (bath) for 1 h. 2.5 ml of methyl iodide are added and the heating is continued for 1 h 50. The mixture is then concentrated under vacuum, so as to obtain 11.1 g of 1-methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]pyridinium iodide.

Workup

concentrationThe mixture is then concentrated under vacuum

Sources & evidence

ORD record: ord-e5d5d827fe6f4e26aa166d1f9bf8104c
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09115140B2

Reaction notes

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