Thionyl Chloride → 1-(4-Cyanobenzyl)-5-(chloromethyl)imidazole

HRID 365463Notes

Reaction equation

HRID 365463 reaction equation
[C:1]([C:3]1[CH:16]=[CH:15][C:6]([CH2:7][N:8]2[C:12]([CH2:13]O)=[CH:11][N:10]=[CH:9]2)=[CH:5][CH:4]=1)#[N:2].S(Cl)([Cl:19])=O>>[C:1]([C:3]1[CH:16]=[CH:15][C:6]([CH2:7][N:8]2[C:12]([CH2:13][Cl:19])=[CH:11][N:10]=[CH:9]2)=[CH:5][CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 101982471-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazole

Product 1

HCID 97953581-(4-Cyanobenzyl)-5-(chloromethyl)imidazole

Procedure

A solution of 1-(4-cyanobenzyl)-5-(hydroxymethyl)-imidazole (1.0 g, 4.70 mmol), in thionyl chloride (5 ml), was stirred at 70° C. for 16 hrs. The solvent was evaporated in vacuo and the resulting solid suspended in CH2C12, collected by filtration and dried in vacuo. The material was sufficiently pure to be used without further purification.

Workup

  1. customThe solvent was evaporated in vacuo
  2. filtrationcollected by filtration
  3. customdried in vacuo
  4. customto be used without further purification

Sources & evidence

ORD record
ord-43d6ba044f5c4b9281759f776b5bc10f
Source dataset
uspto-grants-2000_10
Patent number
US06127366

Reaction notes

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