Dimethyl(methylene)ammounium iodide → HCID 67549164, compound

HRID 2113458Notes

Reaction equation

HRID 2113458 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[C:9]#[N:10])[CH:6]=1.[CH3:15][N+:16]([CH3:18])=[CH2:17].[I-]>CN(C=O)C>[CH3:15][N:16]([CH2:18][C:6]1[N:5]([C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[C:9]#[N:10])[CH:4]=[N:3][C:2]=1[CH3:1])[CH3:17]

Participants

4

Reactant 2

HCID 2724133Dimethyl(methylene)ammounium iodideHCID 67549463HCID 67549463, compound

Product 1

HCID 67549164HCID 67549164, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to example 5b, 2-(4-methyl-imidazol-1-yl)-benzonitrile was reacted with Eschenmoser's salt in DMF for 5 h at 90° C. Evaporation of the solvent, aqueous workup and chromatography (SiO2, dichloromethane:methanol=100:0 to 96:4) afforded the title compound as a light yellow oil (yield: 57%). MS: m/e=241.4 [M+H]+.

Workup

  1. customEvaporation of the solvent, aqueous workup and chromatography (SiO2, dichloromethane:methanol=100:0 to 96:4)

Sources & evidence

ORD record
ord-f0c63634e2014cf6b524e36580b2a5b6
Source dataset
uspto-grants-2008_10
Patent number
US07432256B2

Reaction notes

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