Dimethyl(methylene)ammounium iodide → HCID 68406809, compound

HRID 2113462Notes

Reaction equation

HRID 2113462 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]2[CH:14]=[C:13]([CH3:15])[N:12]=[CH:11]2)[C:3]=1[C:4]#[N:5].[CH3:16][N+:17]([CH3:19])=[CH2:18].[I-]>CN(C=O)C>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]2[C:14]([CH2:16][N:17]([CH3:19])[CH3:18])=[C:13]([CH3:15])[N:12]=[CH:11]2)[C:3]=1[C:4]#[N:5]

Participants

4

Reactant 2

HCID 2724133Dimethyl(methylene)ammounium iodideHCID 44203090HCID 44203090, compound

Product 1

HCID 68406809HCID 68406809, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to example 5b, 2-chloro-6-(4-methyl-imidazol-1-yl)-benzonitrile was reacted with Eschenmoser's salt in DMF for 5 h at 90° C. Evaporation of the solvent, extractive workup and chromatography (SiO2, dichloromethane:methanol=100:0 to 98:2) afforded the title compound as a white solid (yield: 29%). MS: m/e=275.1 [M+H]+.

Workup

  1. customEvaporation of the solvent, extractive workup and chromatography (SiO2, dichloromethane:methanol=100:0 to 98:2)

Sources & evidence

ORD record
ord-5058b45c36a1445c9bcc5529b0a867e5
Source dataset
uspto-grants-2008_10
Patent number
US07432256B2

Reaction notes

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