HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 7-[4-(4-Chlorobenzoyl)benzyl]-1-fluoromethyl-3-methylxanthine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Bromofluoromethane | HCID 61108 | — |
| Reactant | 3-Methyl-7-[4-(4-chlorobenzoyl)benzyl]xanthine | HCID 18918801 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-[4-(4-Chlorobenzoyl)benzyl]-1-fluoromethyl-3-methylxanthine | HCID 18919064 | 26.5% |
Reaction Steps
A solution of 3-methyl-7-[4-(4-chlorobenzoyl)-benzyl]xanthine (975 mg), sodium hydride (61 mg) and fluoromethyl bromide (121 mg) in DMF (10 ml) was stirred at 10° C. for 1 hour. This reaction mixture was poured in water and extracted with ethyl acetate. The extract was washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (hexane-ethyl acetate =1:2) and recrystallized from ethyl acetate to provide the title compound as colorless solid (121 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05753664 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-195531e464604071a0ff885c35d9e304 |
| Source note | uspto-grants-1998_05 |