Thionyl Chloride → HCID 12011185, compound

HRID 1018504Notes

Reaction equation

HRID 1018504 reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:21]=[CH:20][CH:19]=[CH:18][C:7]=1[CH2:8][N:9]1[C:13]([CH3:14])=[C:12]([CH3:15])[N:11]=[C:10]1[CH2:16]O>>[Cl:5][C:6]1[CH:21]=[CH:20][CH:19]=[CH:18][C:7]=1[CH2:8][N:9]1[C:13]([CH3:14])=[C:12]([CH3:15])[N:11]=[C:10]1[CH2:16][Cl:3]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 12011184HCID 12011184, compound

Product 1

HCID 12011185HCID 12011185, compound

Conditions

Temperature
50 °C

Procedure

To 3 ml of thionyl chloride is added 2.39 g (9.5 mmol) of 1- (2-chlorobenzyl)-4,5 dimethyl-2-hydroxymethylimidazole. The mixture is heated at 50° C. for about 5 min., and the thionyl choride is evaporated in vacuo. The residue is then dissolved in 10 ml of dichloromethane, and subsequently evaporated in vacuo. This is repeated twice to give 1-(2-chlorobenzyl)-4,5-dimethyl-2-chloromethylimidazole (4) as a cream colored foam which is used without further purification.

Workup

  1. customthe thionyl choride is evaporated in vacuo
  2. dissolutionThe residue is then dissolved in 10 ml of dichloromethane
  3. customsubsequently evaporated in vacuo

Sources & evidence

ORD record
ord-329cf04769e3468c870b7ce4572947e3
Source dataset
uspto-grants-2002_11
Patent number
US06482844B1

Reaction notes

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