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

HRID 399137Notes

Reaction equation

HRID 399137 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 CH2Cl2, 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-024c9b502d1a45988cabea9a6b468051
Source dataset
uspto-grants-1998_10
Patent number
US05817678

Reaction notes

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