Dimethyl(methylene)ammounium iodide → HCID 67549590, compound

HRID 2113437Notes

Reaction equation

HRID 2113437 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N:10]2[CH:14]=[C:13]([CH3:15])[N:12]=[CH:11]2)=[C:6]([CH:9]=1)[C:7]#[N:8].[CH3:16][N+:17]([CH3:19])=[CH2:18].[I-]>CN(C=O)C>[CH3:16][N:17]([CH2:19][C:14]1[N:10]([C:5]2[CH:4]=[CH:3][C:2]([CH3:1])=[CH:9][C:6]=2[C:7]#[N:8])[CH:11]=[N:12][C:13]=1[CH3:15])[CH3:18]

Participants

4

Reactant 2

HCID 2724133Dimethyl(methylene)ammounium iodideHCID 68406876HCID 68406876, compound

Product 1

HCID 67549590HCID 67549590, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to example 5b, 5-methyl-2-(4-methyl-imidazol-1-yl)-benzonitrile was reacted with Eschenmoser's salt in DMF for 4 h at 90° C. Evaporation of the solvent, aqueous workup and chromatography afforded the title compound as an oil that solidifies on standing (yield: 64%). MS: m/e=255.2 [M+H]+.

Workup

  1. customEvaporation of the solvent, aqueous workup and chromatography

Sources & evidence

ORD record
ord-3297d10e11cb4de4a2afc706267ba80c
Source dataset
uspto-grants-2008_10
Patent number
US07432256B2

Reaction notes

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