Dimethyl(methylene)ammounium iodide → HCID 67549738, compound

HRID 1786217Notes

Reaction equation

HRID 1786217 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:11]2[CH:15]=[C:14]([CH3:16])[N:13]=[CH:12]2)=[C:7]([CH:10]=1)[C:8]#[N:9].[CH3:17][N+:18]([CH3:20])=[CH2:19].[I-]>CN(C=O)C>[CH3:17][N:18]([CH2:20][C:15]1[N:11]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:10][C:7]=2[C:8]#[N:9])[CH:12]=[N:13][C:14]=1[CH3:16])[CH3:19]

Participants

4

Reactant 2

HCID 2724133Dimethyl(methylene)ammounium iodideHCID 68406810HCID 68406810, compound

Product 1

HCID 67549738HCID 67549738, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

As described for example 84b, 5-methoxy-2-(4-methyl-imidazol-1-yl)-benzonitrile was reacted with Eschenmoser's salt in DMF for 16 h at 70° C. Evaporation of the solvent, aqueous workup and chromatography afforded the title compound as an oil (yield: 83%). MS: m/e=271.4 [M+H]+.

Workup

  1. customEvaporation of the solvent, aqueous workup and chromatography

Sources & evidence

ORD record
ord-7c73c22f5276475584cd66c6da07f980
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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