HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylenediamine → 4-(benzylthio)-4-(nitromethyl)tetrahydro-2H-pyran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | Nitromethane | HCID 6375 | — |
| Reactant | Benzyl mercaptan | HCID 7509 | — |
| Reactant | Tetrahydro-4H-pyran-4-one | HCID 121599 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(benzylthio)-4-(nitromethyl)tetrahydro-2H-pyran | HCID 19024935 | 67% |
Reaction Steps
A mixture of tetrahydro-4H-pyran-4-one (10.3 g), benzylmercaptan (25.6 g), nitromethane (62.8 g), ethylenediamine (6.18 g) and acetonitrile (150 ml) was heated overnight under reflux. The reaction mixture was concentrated, and the obtained residue was subjected to silica gel column chromatography to give the title compound (17.6 g, yield 67%) as colorless crystals from a fraction eluted with ethyl acetate-hexane (3:1, volume ratio).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410087B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-808957e757194187b7fe3fcdb355b9e5 |
| Source note | uspto-grants-2013_04 |