HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → 4-Cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-2-carbothioamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 4-Cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-2-carboxamide | HCID 68584431 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-Cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-2-carbothioamide | HCID 86097399 | 41.8% |
Reaction Conditions
| Temperature | 125 °C |
|---|
Reaction Steps
Lawesson's reagent (458 mg, 1.13 mmol) was added to a toluene solution of 4-cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-2-carboxamide (I-196) (304 mg, 1.03 mmol), followed by heating under reflux in an oil bath at 125° C. for 10 minutes. After cooling to room temperature, the reaction liquid was concentrated, and the resulting residue was purified by silica gel column chromatography (eluent, chloroform:ethyl acetate=20:1→10:1) to obtain the entitled compound (134 mg, 41.8%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07737166B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-aa48d38c1d0b4f32810ca3ec04e0401a |
| Source note | uspto-grants-2010_06 |