HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 86656488, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-[4-(6-Fluoro-benzothiazol-2-ylamino)-phenyl]-5-phenyl-isoxazole-4-carboxylic acid ethyl ester | HCID 86656489 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86656488 | HCID 86656488 | 78.2% |
Reaction Steps
The compound 3-[4-(6-fluoro-benzothiazol-2-ylamino)-phenyl]-5-phenyl-isoxazole-4-carboxylic acid ethyl ester (10.9 g; 23.7 mmol) was dissolved in 100 ml THF by heating at reflux to get a clear solution. To the solution, 1N NaOH (47.4 ml; 44.7 mmol) was added and the reaction mixture was stirred for 2 h. The solvent was removed. The residue was taken up in water and acidified with 2N HCl to pH 2. The solid was filtered and dried to provide 8 g of the title compound in 78.2% yield. 1H NMR (DMSO-d6) δ: 7.18 (m, 1H), 7.54-7.59 (m, 3H), 7.62-7.69 (m 3H), 7.76 (2×d, 1H), 7.84-7.92 (m, 4H), 10.76 (s, 1H); Mass (ES+), 432 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835428B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-3d8bc3405053411197a8dcce377ac7c3 |
| Source note | uspto-grants-2014_09 |