HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dibromoethane → 2-(2-Bromoethyl)-4-methylphthalazin-1(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | 1-Hydroxy-4-methylphthalazine | HCID 21103 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2-Bromoethyl)-4-methylphthalazin-1(2H)-one | HCID 21761486 | — |
Reaction Steps
4-Methyl-(2H)-phthalazin-1-one (6 g) and sodium hydride (1.5 g, 60% in oil) in dimethylformamide (DMF) were stirred at room temperature until hydrogen evolution ceased. To this suspension was added a five fold excess of 1,2-dibromoethane (25 ml) and stirring was continued for a further 2 hours. The solvent was removed and the residue taken up in ethyl acetate, washed twice with brine, dried (MgSO4) and evaporated. Chromatography on silica [Merck `Kieselgel 60` (Trade Mark)] eluting with methylene chloride containing methanol (0% up to 5%) gave, after collection and evaporation of appropriate fractions, a solid which was recrystallised from ethanol to give the title compound, yield 6.25 g, m.p. 102°-103°, used in the next stage.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04990509 |
| Source dataset | uspto-grants-1991_02 |
| ORD ID | ord-ba5124323215466cb14e05f56d0adeaf |
| Source note | uspto-grants-1991_02 |