HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2,3-Dichloro-1-[4-(2,4-dichlorobenzoyl)benzyl]-5-methyl-1H-pyrrolo [2,3-d]pyridazin-4(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(2,4-Dichlorobenzoyl)benzyl bromide | HCID 18919279 | — |
| Reactant | 2,3-Dichloro-5-methyl-1H-pyrrolo[2,3-d]pyridazin-4(5H)-one | HCID 135667580 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,3-Dichloro-1-[4-(2,4-dichlorobenzoyl)benzyl]-5-methyl-1H-pyrrolo [2,3-d]pyridazin-4(5H)-one | HCID 69961216 | 52.8% |
Reaction Steps
A solution of 2,3-dichloro-5-methyl-1H-pyrrolo [2,3-d]pyridazin-4(5H)-one (404 mg) in DMF (70 ml) was dripped into a suspension of 60% sodium hydride-oil (96 mg) in DMF (10 ml) on an ice-water bath. The mixture was stirred at room temperature for 2 hours, after which a solution of 4-(2,4-dichlorobenzoyl)benzyl bromide (757 mg) in DMF (15 ml) was added and the mixture was further stirred at room temperature for 16 hours. The reaction was stopped by adding water and the reaction mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was washed with ether to provide the title compound as yellowish brown powder (471 mg, yield 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05753664 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-5dbf934e958b495a93c791864fcdaa66 |
| Source note | uspto-grants-1998_05 |