HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → N-(2-benzothiazolyl)-1-methylsulfonylspiro[indoline-3,4'-piperidine]-1'-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phenyl 1,3-benzothiazol-2-ylcarbamate | HCID 13101074 | — |
| Reactant | 1-(Methylsulfonyl)spiro[indoline-3,4'-piperidine] hydrochloride | HCID 21956084 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(2-benzothiazolyl)-1-methylsulfonylspiro[indoline-3,4'-piperidine]-1'-carboxamide | HCID 12108782 | 85.2% |
Reaction Steps
10 M aqueous NaOH solution (75 uL) was added to a solution of 1-methylsulfonylspiro[indoline-3,4′-piperidine]hydrochloride 2-1 (225 mg, 0.74 mmol) in DMSO (2.5 mL). Phenyl N-(2-benzothiazolyl)carbamate 2-2 (200 mg, 0.74 mmol) was added to the mixture, and the resulting mixture was stirred at room temperature for 20 h. The mixtrue was diluted with water and extracted with EtOAc. The organic extract was washed with dil. NaOH and brine, and dried over Na2SO4. The solvent was evaporated, and the residue was purified by silica gel column chromatography to give 200 (279 mg, 85%) as a colorless amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06638942B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-888c4e0ae4494f0fb5cb76cdda2e9171 |
| Source note | uspto-grants-2003_10 |