Hydrochloric Acid → HCID 21198565, compound

HRID 1066345Notes

Reaction equation

HRID 1066345 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([CH3:22])[N:5]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])[C:6]=1/[CH:7]=[CH:8]/[C:9]([O:11]C)=[O:10].[OH-].[Na+].Cl>CO>[Br:1][C:2]1[N:3]=[C:4]([CH3:22])[N:5]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])[C:6]=1/[CH:7]=[CH:8]/[C:9]([OH:11])=[O:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86756986HCID 86756986, compound

Product 1

HCID 21198565HCID 21198565, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl (E)-3-(4-bromo-1-(2,4-dichlorobenzyl)-2-methyl-imidazol-5-yl)-2-propenoate (800 mg) was dissolved in 20 ml of methanol, and then 20 ml of 1N sodium hydroxide was added to the solution. After being heated under reflux for 30 minutes, the solution was adjusted to an acidic pH with 1N hydrochloric acid under cooling with ice, and extracted with dichloromethane. The organic layer was washed with a sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to yield 762 mg of white crystals of (E)-3-(4-bromo-1-(2,4-dichlorobenzyl)-2-methylimidazol-5-yl)-2-propenoic acid.

Workup

  1. temperatureAfter being heated
  2. temperatureunder reflux for 30 minutes
  3. temperatureunder cooling with ice
  4. extractionextracted with dichloromethane
  5. washThe organic layer was washed with a sodium chloride aqueous solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c5f4598b3d3f4ea3ba73ef621660f4b1
Source dataset
uspto-grants-2001_06
Patent number
US06242474B1

Reaction notes

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