Dimethyl(methylene)ammounium iodide → HCID 68406647, compound

HRID 1786205Notes

Reaction equation

HRID 1786205 reaction equation
[Cl: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>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:10]2[C:14]([CH2:16][N:17]([CH3:19])[CH3:18])=[C:13]([CH3:15])[N:12]=[CH:11]2)=[C:6]([CH:9]=1)[C:7]#[N:8]

Participants

4

Reactant 2

HCID 2724133Dimethyl(methylene)ammounium iodideHCID 67549712HCID 67549712, compound

Product 1

HCID 68406647HCID 68406647, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

As described for example 84b, 5-chloro-2-(4-methyl-imidazol-1-yl)-benzonitrile was reacted with Eschenmoser's salt in DMF for 16 h at 90° C. Evaporation of the solvent, aqueous workup and crystallization from ethyl acetate afforded the title compound as a white solid (yield: 17%). MS: m/e=275.1 [M+H]+.

Workup

  1. customEvaporation of the solvent, aqueous workup and crystallization from ethyl acetate

Sources & evidence

ORD record
ord-d88ae502f7b74708bcf0c12673cc5c7b
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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