HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 7-Bromo-4-(thiazol-4-yl)coumarin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methanethioamide | HCID 3005587 | — |
| Reactant | 7-bromo-4-(bromoacetyl)-2H-chromen-2-one | HCID 23370239 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 7-Bromo-4-(thiazol-4-yl)coumarin | HCID 19426943 | — |
Reaction Steps
Freshly prepared thioformamide (Helv. Chim. Acta, 31, 2065, 1948) (160 mg) was added to a solution of α-bromoketone from Step 2 (200 mg) in THF (5 mL) and the reaction mixture was stirred at r.t. for 2 h. Ethyl acetate was then added and the organic phase was washed with saturated aqueous NH4Cl, H2O and brine, dried (MgSO4) and evaporated. Flash chromatography of the residue (silica gel; hexane/EtOAc (65:35) afforded the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05552437 |
| Source dataset | uspto-grants-1996_09 |
| ORD ID | ord-ded014b766f940eba366ab8bb632d879 |
| Source note | uspto-grants-1996_09 |