HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-((3-(4-Chloro-2-methoxyphenyl)-1,2,4-thiadiazol-5-yl)methoxy)-2,6-difluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,6-Difluoro-3-hydroxybenzamide | HCID 45120136 | — |
| Reactant | 5-(Bromomethyl)-3-(4-chloro-2-methoxyphenyl)-1,2,4-thiadiazole | HCID 59549531 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-((3-(4-Chloro-2-methoxyphenyl)-1,2,4-thiadiazol-5-yl)methoxy)-2,6-difluorobenzamide | HCID 25231110 | 28.6% |
Reaction Steps
To a solution of 5-(bromomethyl)-3-(4-chloro-2-methoxyphenyl)-1,2,4-thiadiazole (0.06 g, 0.19 mmol) in DMF (4 ml) was added 2,6-difluoro-3-hydroxybenzamide (0.029 g, 0.17 mmol) and potassium carbonate (0.091 g, 0.66 mmol). The reaction mixture was stirred at room temperature for 90 min under nitrogen atmosphere. After the completion of the reaction (TLC monitoring), the reaction mixture was evaporated to dryness under vacuum, added 25 ml water and extracted with ethyl acetate (3×25 ml). The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum. The crude residue was purified over silica gel (100-200 M, 100% EtOAc) to get the desired product (0.02 g, 26%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492414B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-15cb175ff67f4d0eabeabe803efb152d |
| Source note | uspto-grants-2013_07 |