HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → HCID 72334349, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 72334357 | HCID 72334357 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 72334349 | HCID 72334349 | 35% |
Reaction Steps
5-(3,4-Dihydro-2H-benzo[1,4]oxazin-6-ylmethylene)-thiazolidine-2,4-dione (example 96) (35 mg, 0.13 mmol) in 4 ml anhydrous THF were treated with benzoylchloride (156 uL, 10 eq.) in the presence of DIEA (2 eq.) for 3 h. Excess of benzoylchloride was hydrolysed, EtOAc was added and the organic phase was washed with NaHCO3 and brine. The crude was purified on silica gel using EtOAc/cyclohexane 3:7 as eluent affording 14 mg (35%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07846925B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-7dcda5d1d5ec41119bc91ff4bbf40705 |
| Source note | uspto-grants-2010_12 |