HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenylpiperazine → 3,5-Dimethyl-2-[4-[4-(4-phenylpiperazinylmethyl)benzoyl]benzylthio]-4-(3H)-quinazolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenylpiperazine | HCID 7096 | — |
| Reactant | 4,4'-Bis(bromomethyl)benzophenone | HCID 2303924 | — |
| Reactant | Sodium hydroxide--water (1/1/1) | HCID 23719242 | — |
| Reactant | HCID 178424003 | HCID 178424003 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3,5-Dimethyl-2-[4-[4-(4-phenylpiperazinylmethyl)benzoyl]benzylthio]-4-(3H)-quinazolinone | HCID 18919324 | 13.6% |
Reaction Steps
A solution of 3,5-dimethyl-2-mercapto-4(3H)quinazolinone (1.03 g), 4,4'-bis (bromomethyl)benzophenone (1.75 g), phenylpiperazine (810 mg), and 1N-sodium hydroxide/water (5.5 ml) in DMF (35 ml) was stirred at 60° C. for 1 hour. 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 (hexane: ethyl acetate: chloroform=4:1:1) and crystallized from isopropyl ether to provide the title compound as colorless solid (372 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05753664 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-dcf868e8660447f697a6bd0b1b68183c |
| Source note | uspto-grants-1998_05 |