Hydrogen Peroxide → HCID 15069316, compound

HRID 1736775Notes

Reaction equation

HRID 1736775 reaction equation
[CH2:1]([S:3][CH2:4][C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[C:18]([C:23]([OH:25])=[O:24])=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:13][CH:12]=2)[C:8]2[CH:26]=[CH:27][CH:28]=[CH:29][C:7]=2[N:6]=1)[CH3:2].[OH:30]O>C(O)(=O)C>[CH2:1]([S:3]([CH2:4][C:5]1[N:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[C:18]([C:23]([OH:25])=[O:24])=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:15][CH:16]=2)[C:8]2[CH:26]=[CH:27][CH:28]=[CH:29][C:7]=2[N:6]=1)=[O:30])[CH3:2]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 15069297HCID 15069297, compound

Product 1

HCID 15069316HCID 15069316, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2.01 g (5.0 mmol) of 4'-[(2-ethylthiomethyl-benzimidazol-1-yl)-methyl]biphenyl-2-carboxylic acid are dissolved in 25 ml of glacial acetic acid and treated with 0.51 ml of 30% strength hydrogen peroxide. The solution is allowed to stand for 24 hours at ambient temperature and is then evaporated to dryness. The residue is purified over a silica gel column (grain size: 40-63 μm, eluting agent: methylene chloride/ethanol/glacial acetic acid=50/1/0.15). The homogeneous fractions are combined, the solvents, are distilled off, the residue is dissolved in methylene chloride and washed three times using water. The organic phase is dried using magnesium sulphate and evaporated to dryness. The crystalline residue is mixed with diethylether, the mixture is filtered under suction and the crystals are dried at 75° C. in vacuum.

Workup

  1. customis then evaporated to dryness
  2. customThe residue is purified over a silica gel column (grain size: 40-63 μm, eluting agent: methylene chloride/ethanol/glacial acetic acid=50/1/0.15)
  3. distillationthe solvents, are distilled off
  4. dissolutionthe residue is dissolved in methylene chloride
  5. washwashed three times
  6. customThe organic phase is dried
  7. customevaporated to dryness
  8. additionThe crystalline residue is mixed with diethylether
  9. filtrationthe mixture is filtered under suction
  10. customthe crystals are dried at 75° C. in vacuum

Sources & evidence

ORD record
ord-6e749db4b1b844aea88d42b224370368
Source dataset
uspto-grants-1996_07
Patent number
US05541229

Reaction notes

Loading…