Potassium Hydroxide → HCID 69745245, compound

HRID 1062422Notes

Reaction equation

HRID 1062422 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[C:11]([C:13]([O:15]CC)=[O:14])[N:10]=[C:9]2[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[Cl:25])=[CH:4][CH:3]=1.[OH-].[K+]>CO.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:12][C:11]([C:13]([OH:15])=[O:14])=[N:10][CH:9]2[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[Cl:25])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 11463589HCID 11463589, compound

Product 1

HCID 69745245HCID 69745245, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of ethyl 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-1H-imidazole-4-carboxylate (1.1 g, 2.79 mmol) in MeOH (20 mL), a solution of KOH (2.2 g, 39 mmol) in H2O (20 mL) was added. The mixture was heated at 90° C. for 3 h. The reaction mixture was cooled to rt and the MeOH was evaporated. HCl (1N) was added until a white precipitate formed. The solid was filtered off, and dried under vacuum. The product (1.0 g, 98% yield) was obtained as a white solid: LC-MS m/z 367 (MH+), retention time is 3.43 min (method 1); mp 150-151° C.; 1H NMR (300 MHz, CDCl3) δ 7.24-7.65 (7H, m), 8.26 (1H, s).

Workup

  1. temperatureThe reaction mixture was cooled to rt
  2. customthe MeOH was evaporated
  3. additionHCl (1N) was added until a white precipitate
  4. customformed
  5. filtrationThe solid was filtered off
  6. customdried under vacuum

Sources & evidence

ORD record
ord-c5b12f1228804723a692b38b5b88548a
Source dataset
uspto-grants-2005_11
Patent number
US06960601B2

Reaction notes

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