HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-{[4-(Methanesulfonyl)benzene-1-sulfonyl]amino}benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 4-{[4-(methanesulfonyl)benzene-1-sulfonyl]amino}benzoate | HCID 46534828 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-{[4-(Methanesulfonyl)benzene-1-sulfonyl]amino}benzoic acid | HCID 25391466 | 90% |
Reaction Steps
To a stirring solution of 4-(4-methanesulfonyl-benzenesulfonylamino)-benzoic acid methyl ester (0.456 g, 1.26 mmol) in a mixture of tetrahydrofuran (10 mL)/methanol (10 mL) is added 2N sodium hydroxide (2 ml, 4.0 mmol) and the reaction is heated to reflux for 1 hour. The reaction is then concentrated to dryness and the residue is dissolved in 95% dichloromethane/5% isopropanol and washed with 0.1N HCl. The organic layer is separated and dried over anhydrous sodium sulfate, filtered, and concentrated to provide 0.403 g (90%) of the pure title compound. MS (ES−) m/e 354.0 (M−1)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008296B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-94ec8a4697434d43a7f4b4fdd7d1d69b |
| Source note | uspto-grants-2011_08 |