HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 7-[4-(4-Chlorobenzoyl)benzyl]-1,3-diethylxanthine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,3-Diethylxanthine | HCID 101420 | — |
| Reactant | 4-(4-Chlorobenzoyl)benzyl bromide | HCID 9839651 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-[4-(4-Chlorobenzoyl)benzyl]-1,3-diethylxanthine | HCID 18919264 | 54.5% |
Reaction Steps
To a solution of 1,3-diethylxanthine (190 mg), a synthetic process for which is described in Journal of American Chemical Society, 75, 114 (1953), in DMF (5 ml) were added potassium carbonate (189 mg) and 4-(4-chlorobenzoyl)benzyl bromide (282 mg) and the mixture was stirred at room temperature for 17 hours. This reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with saturated aqueous NaCl solution and dried over anhydrous sodium sulfate and the solvent was distilled off. The residue was purified by silica gel column chromatography (hexane: ethyl acetate=1:1) and recrystallized (ether-hexane) to provide the title compound as colorless powder (217 mg, 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05753664 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-4fda3f39ec894a90a299c99aa25ce44d |
| Source note | uspto-grants-1998_05 |