HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-hydroxy-N-[4-(methylsulfonyl)-1,3-thiazol-2-yl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-{[4-(Methylsulfonyl)-1,3-thiazol-2-yl]carbamoyl}phenyl acetate | HCID 25186935 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-hydroxy-N-[4-(methylsulfonyl)-1,3-thiazol-2-yl]benzamide | HCID 50905060 | 82.4% |
Reaction Steps
2 M hydrochloric acid (3.0 mL) was added to a suspension of 83 (0.12 g, 0.35 mmol) in tetrahydrofuran (3.0 mL), and the resulting suspension was warmed to reflux. The reaction became homogeneous upon heating. After refluxing for 1.5 h, the reaction was allowed to cool to room temperature, and then partitioned between diethyl ether and water. The ether layer was washed with water, saturated aqueous sodium bicarbonate, and brine. The ether layer was dried with anhydrous sodium sulfate and concentrated in vacuo. The residue triturated with ethyl acetate, the solvent was removed under a stream of nitrogen, and the resulting solid was dried in vacuo at 55° C. to give 84 (0.086 g, 82%) as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895752B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-06f21b1afc94469b91f51f42edb01fd4 |
| Source note | uspto-grants-2014_11 |