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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 989050Generated: October 30, 2026

Sodium Hydroxide → N-(2-benzothiazolyl)-1-methylsulfonylspiro[indoline-3,4'-piperidine]-1'-carboxamide

https://huagongshe.com/reaction/989050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhenyl 1,3-benzothiazol-2-ylcarbamateHCID 13101074—
Reactant1-(Methylsulfonyl)spiro[indoline-3,4'-piperidine] hydrochlorideHCID 21956084—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductN-(2-benzothiazolyl)-1-methylsulfonylspiro[indoline-3,4'-piperidine]-1'-carboxamideHCID 1210878285.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06638942B1
Source datasetuspto-grants-2003_10
ORD IDord-888c4e0ae4494f0fb5cb76cdda2e9171
Source noteuspto-grants-2003_10