Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 15084074 | HCID 15084074 | — |
| Catalyst | Ammonium metavanadate | HCID 516859 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15084088 | HCID 15084088 | 75.8% |
Reaction Steps
1.50 g (5.2 mmol) of 2-[2-(2-isopropoxyethylamino)benzylthio]imidazole was dissolved in a mixture of 15 ml of dichloromethane, 15 ml of methanol and 1.5 ml of acetic acid. To the resulting mixture were added 2.3 ml of 35 % aqueous hydrogen peroxide and 48 mg of ammonium metavanadate under chilling with ice. Then the mixture was stirred for 2 hrs. under chilling with ice. After the reaction was completed, 5 % aqueous sodium carbonate was added to the stirred mixture. The organic portion was collected and was subjected to extraction with 20 ml of 0.2 N aqueous sodium hydroxide. To the collected aqueous portion was little by little added 60 ml of 1 N aqueous ammonium chloride. The deposited oily product was extracted with chloroform. The chloroform extractant was dried over anhydrous sodium sulfate and then chloroform was distilled off. The residue was crystallized from ether to give 1.20 g of the desired compound as a white crystalline powder. (Yield: 75.8 %)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05091403 |
|---|
| Source dataset | uspto-grants-1992_02 |
|---|
| ORD ID | ord-172ecf2749f44acbbbdd6cec621d57a7 |
|---|
| Source note | uspto-grants-1992_02 |
|---|