HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-chloro-N-[4-(5-hydroxymethyl-[1,2,4]oxadiazol-3-yl)-benzyl]-N-(2-oxo-azepan-3-yl)-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Acetic acid 3-(4-{[(4-chloro-benzenesulfonyl)-(2-oxo-azepan-3-yl)-amino]-methyl}-phenyl)-[1,2,4]oxadiazol-5-ylmethyl ester | HCID 69489530 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-chloro-N-[4-(5-hydroxymethyl-[1,2,4]oxadiazol-3-yl)-benzyl]-N-(2-oxo-azepan-3-yl)-benzenesulfonamide | HCID 69492415 | 98% |
Reaction Steps
A solution of 0.03 g (0.05 mmol) acetic acid 3-(4-{[(4-chloro-benzenesulfonyl)-(2-oxo-azepan-3-yl)-amino]-methyl}-phenyl)-[1,2,4]oxadiazol-5-ylmethyl ester in 1 ml tetrahydrofuran was stirred with 0.2 ml (0.2 mmol) 1 molar aqueous sodium hydroxide for 3 hours at room temperature. Water and aqueous hydrochloric acid was added to reach pH 1. Extraction with ethylacetate, drying with sodium sulfate, filtration and removal of the solvent by distillation yielded 0.02 g (98%) 4-chloro-N-[4-(5-hydroxymethyl-[1,2,4]oxadiazol-3-yl)-benzyl]-N-(2-oxo-azepan-3-yl)-benzenesulfonamide as white solid, MS: m/e (%)=491.0 (MH+, 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253158B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-afd867d41a064c4fa4fa85dd1bab2061 |
| Source note | uspto-grants-2007_08 |