Thionyl Chloride → HCID 22411958, compound

HRID 439593Notes

Reaction equation

HRID 439593 reaction equation
[C:1]1([C:7]2[NH:8][C:9]([CH3:15])=[C:10]([CH:12](O)[CH3:13])[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:18])=O>C(Cl)(Cl)Cl>[ClH:18].[C:1]1([C:7]2[NH:8][C:9]([CH3:15])=[C:10]([CH:12]([Cl:18])[CH3:13])[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 15067837HCID 15067837, compound

Product 1

HCID 22411958HCID 22411958, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

27 Grams (0.13 mol) of 2-phenyl-4-(1-hydroxyethyl)-5-methylimidazole were dissolved in 700 ml of chloroform with 44 ml (0.6 mol) of thionyl chloride and refluxed for 5 hours. After cooling, the mixture was evaporated, the residue triturated in acetone, thereby giving, in approximately stoichiometric yield, 2-phenyl-4-(1-chloroethyl)-5-methylimidazole hydrochloride, m.p. 190° C.

Workup

  1. temperaturerefluxed for 5 hours
  2. temperatureAfter cooling
  3. customthe mixture was evaporated
  4. customthe residue triturated in acetone

Sources & evidence

ORD record
ord-83de14ab5b1a44d3992f83cc0cf00be9
Source dataset
uspto-grants-1996_05
Patent number
US05514800

Reaction notes

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