HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 1-[[1,4-Dihydro-4-oxo-5-(phenylmethoxy)-1-(phenylmethyl)-2-pyridinyl]-methyl]-4-(triphenylmethyl)-2,3-piperazinedione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(chloromethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone | HCID 14182486 | — |
| Reactant | N-(Triphenylmethyl)piperazine-2,3-dione | HCID 14182487 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[[1,4-Dihydro-4-oxo-5-(phenylmethoxy)-1-(phenylmethyl)-2-pyridinyl]-methyl]-4-(triphenylmethyl)-2,3-piperazinedione | HCID 14182488 | 66.1% |
Reaction Steps
To a solution of N-(triphenylmethyl)piperazine-2,3-dione (4.19 g, 11.77 mmol) in 95 ml of dry dimethylformamide was added 0.35 g (11.77 mmol) of sodium hydride (80% oil). After the hydrogen evolution had ceased, a solution of 2-(chloromethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone (4.0 g, 11.77 mmol) in 25 ml of dry dimethylformamide was added to the thick suspension which then turned into a clear solution. After one hour of stirring at room temperature, precipitation started. After two hours, the crystals were filtered off, washed and dried in vacuo, yielding 5.13 g of the title compound, melting point 165°-168° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04743685 |
| Source dataset | uspto-grants-1988_05 |
| ORD ID | ord-0c6904bbc892463dbc8d3c7b28448abb |
| Source note | uspto-grants-1988_05 |