Thionyl Chloride → HCID 12011185, compound

HRID 1635575Notes

Reaction equation

HRID 1635575 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-hydroxymethyl-imidazole. The mixture is heated at 50° C. for about 5 min., and the thionyl chloride is evaporated in vacuo. The residue is dissolved in 10 ml of dichloromethane, then evaporated in vacuo. This is repeated twice to give 1-(2′-chlorobenzyl)-4,5-dimethyl-2-chloromethylimidazole as a cream colored foam which is used in next step without further purification.

Workup

  1. customthe thionyl chloride is evaporated in vacuo
  2. dissolutionThe residue is dissolved in 10 ml of dichloromethane
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-6e8114d43c824ef5bd49c1e52ae14c53
Source dataset
uspto-grants-2003_01
Patent number
US06509366B2

Reaction notes

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