HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → 2-[2-(4-Bromo-phenyl)-ethanesulfonylamino]-5-hydroxymethyl-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 4-[2-(4-Bromo-phenyl)-ethanesulfonylamino]-3-sulfamoyl-benzoic acid | HCID 57751093 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[2-(4-Bromo-phenyl)-ethanesulfonylamino]-5-hydroxymethyl-benzenesulfonamide | HCID 57751051 | 71% |
Reaction Steps
Lithium aluminum hydride (1 M in tetrahydrofuran, 1.9 mL, 1.9 mmol) was added dropwise to a solution of 4-[2-(4-bromo-phenyl)-ethanesulfonylamino]-3-sulfamoyl-benzoic acid (0.22 g, 0.47 mmol) in anhydrous tetrahydrofuran (20 mL) at 0° C. The reaction mixture was stirred at room temperature for 5 hours, cooled to 0° C. and quenched by addition of saturated sodium sulfate solution (20 mL). The precipitate was removed by filtration and the filtrate was extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate and concentrated under reduced pressure to give 0.15 g (71% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145380B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-d4537825eca84eab993db1b97581ab3e |
| Source note | uspto-grants-2015_09 |