HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 3,5-Dimethyl-2-[4-[4-[(1-methyl-1H-tetrazol-5-yl)thiomethyl]benzoyl]benzylthio]-4(3H)-quinazolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4,4'-Bis(bromomethyl)benzophenone | HCID 2303924 | — |
| Reactant | HCID 178424003 | HCID 178424003 | — |
| Reactant | HCID 178482017 | HCID 178482017 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3,5-Dimethyl-2-[4-[4-[(1-methyl-1H-tetrazol-5-yl)thiomethyl]benzoyl]benzylthio]-4(3H)-quinazolinone | HCID 18919295 | 24% |
Reaction Steps
A solution of 3,5-dimethyl-2-mercapto-4(3H)-quinazolinone (1.03 g), 4,4'-bis (bromomethyl)benzophenone (1.75 g), 1-methyl-5-mercapto-1H-tetrazole (700 mg), and 1N-aqeuous sodium hydroxide solution (5.5 ml) in DMF (20 ml) was stirred at room temperature for 30 minutes. This reaction mixture was concentrated and the residue was dissolved in ethyl acetate, washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (chloroform: methanol: aqueous ammonia=50:1:0.1) and crystallized from methanol to provide the title compound as colorless solid (603 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05753664 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-e644a2034e254fe1b2cd3c1b468bab7c |
| Source note | uspto-grants-1998_05 |