HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 1-Cyclopropyl-1,4-dihydroquinoxaline-2,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1-Cyclopropyl-4-hydroxy-1,4-dihydro-quinoxaline-2,3-dione | HCID 67320130 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Cyclopropyl-1,4-dihydroquinoxaline-2,3-dione | HCID 21279695 | 84.1% |
Reaction Conditions
| Temperature | 135 °C |
|---|
Reaction Steps
To a solution of 1-cyclopropyl-4-hydroxy-1,4-dihydro-quinoxaline-2,3-dione (31.0 g, 0.14 mol, 1.0 equiv) in N,N-dimethylformamide (250 mL) was added triphenylphosphine (55.9 g, 0.21 mol, 1.5 equiv; [CAS RN 603-35-0]) and the reaction mixture stirred at 135° C. for 4 hours. The reaction mixture was cooled down to 0° C. and dichloromethane (400 mL) was added. The suspension was stirred for 30 min., filtered and washed with dichloromethane (200 mL) providing 23.8 g (83%) of the title compound as a white solid. MS (ISN): m/z=203.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420647B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-96300f9357764f4bb61787caf82b4f5a |
| Source note | uspto-grants-2013_04 |