Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 68411361 | HCID 68411361 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68409995 | HCID 68409995 | 91% |
Reaction Steps
To a suspension of aluminum chloride (763 mg) in tetrahydrofuran (8 mL) was slowly added lithium aluminum hydride (217 mg) at 0° C., and the mixture was stirred at the same temperature for 30 min. To the obtained suspension was added dropwise a solution of 5-[(3-bromophenyl)thio]-1-(2-chlorophenyl)-N-methyl-1H-pyrazole-3-carboxamide (595 mg) in tetrahydrofuran (2 mL) at 0° C., and the mixture was stirred at room temperature for 1 hr. A 8 mol/L aqueous sodium hydroxide solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound as a yellow oil (yield 522 mg, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08334301B2 |
|---|
| Source dataset | uspto-grants-2012_12 |
|---|
| ORD ID | ord-b5b2f2a87fe346e49e4cf031cd63bd65 |
|---|
| Source note | uspto-grants-2012_12 |
|---|