HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → 2-(4-Cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)-N,N-dimethylethanethioamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 2-(4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)-N,N-dimethylacetamide | HCID 68587563 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(4-Cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)-N,N-dimethylethanethioamide | HCID 86630882 | 67% |
Reaction Conditions
| Temperature | 125 °C |
|---|
Reaction Steps
2,4-Bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetan-2,4-disulfide (24.8 mg, 0.061 mmol) was added to a toluene (1 ml) solution of 2-(4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)-N,N-dimethylacetamide (I-313) (20.0 mg, 0.056 mmol), followed by stirring in ah oil bath at 125° C. for 5 hours. The reaction liquid was concentrated, and the resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=1:1, v/v) to obtain the entitled compound (14.0 mg, 67%) 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-18607ce00ccb4bd782da06663c299825 |
| Source note | uspto-grants-2010_06 |