HCID 15088594, compound → HCID 15088596, compound

HRID 223510Notes

Reaction equation

HRID 223510 reaction equation
[CH2:1]([N:8]1[C:12]([CH2:13][C:14]([OH:16])=[O:15])=[C:11]([Cl:17])[N:10]=[C:9]1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24]C)[CH:19]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>Br>[CH2:1]([N:8]1[C:12]([CH2:13][C:14]([OH:16])=[O:15])=[C:11]([Cl:17])[N:10]=[C:9]1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[CH:19]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 15088594HCID 15088594, compound

Product 1

HCID 15088596HCID 15088596, compoundYield 83.3%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

1 g of 1-benzyl-4-chloro-2-(3-methoxyphenyl)imidazole-5-acetic acid was boiled in 14 ml of 48% hydrobromic acid for 2 hours. The reaction solution was evaporated to dryness and, when water was added to the residue, there separated out white powder. The powder was dissolved in 10 ml of hot ethanol, and water was added to the solution until turbidity was developed. After allowing it to stand, there was obtained 0.8 g of 1-benzyl-4-chloro-2-(3-hydroxyphenyl)imidazole-5-acetic acid as colorless, prism-formed crystals, m.p. 220°-222° C.

Workup

  1. customThe reaction solution was evaporated to dryness and, when water
  2. additionwas added to the residue, there
  3. customseparated out white powder
  4. dissolutionThe powder was dissolved in 10 ml of hot ethanol
  5. additionwater was added to the solution until turbidity

Sources & evidence

ORD record
ord-f9d3822407b042f894e0ab43ed3b24d0
Source dataset
uspto-grants-1982_10
Patent number
US04355040

Reaction notes

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