HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Morpholino-5-nitrobenzo[d]oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 5-Nitrobenzo[D]Oxazole-2-Thiol | HCID 786293 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Morpholino-5-nitrobenzo[d]oxazole | HCID 12711461 | 92.3% |
Reaction Steps
5-nitrobenzo[d]oxazole-2(3H)-thione (98.1 mg, 0.5 mmol) and morpholine (66 μL, 0.75 mmol) in tetrahydrofuran (3 mL) were heated at 150° C. for 15 min in the microwave. After cooling, the mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous MgSO4 and absorbed on silica. Purification by column chromatography, eluting with ethyl acetate/hexanes 25:75 v/v affords 115 mg (92%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501713B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-a932d6bf4a57430c90f322bcd5d91b1a |
| Source note | uspto-grants-2013_08 |