Hydrochloric Acid → HCID 22563395, compound

HRID 839128Notes

Reaction equation

HRID 839128 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:10][C:11]([CH3:19])=[C:12]([CH2:14][O:15]C(C)C)[N:13]=2)=[CH:5][CH:4]=1.Cl>O>[ClH:2].[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[NH:10][C:11]([CH3:19])=[C:12]([CH2:14][OH:15])[N:13]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20325909HCID 20325909, compound

Product 1

HCID 22563395HCID 22563395, compoundYield 126.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-(p-chlorophenyl)-4-isopropoxymethyl-5-methylimidazole hydrochloride (45.9 g, 0.152 mole) and 250 ml of water is stirred and refluxed. To this mixture is added 25 ml of concentrated hydrochloric acid and stirring and refluxing are continued for 6 hours. This mixture is chilled and filtered. The solid is dried in a vacuum desiccator and then recrystallized from isopropyl alcohol to give 25 g (64%) of 2-(p-chlorophenyl)-4-hydroxymethyl-5-methylimidazole hydrochloride, m.p. 181° C (dec.).

Workup

  1. temperaturerefluxed
  2. stirringstirring
  3. temperaturerefluxing
  4. temperatureThis mixture is chilled
  5. filtrationfiltered
  6. customThe solid is dried in a vacuum desiccator
  7. customrecrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-ec2ef6ccdd3042fe97a8b65d948ac340
Source dataset
uspto-grants-1978_06
Patent number
US04093811

Reaction notes

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