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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1781398Generated: October 31, 2026

Potassium Iodide → 1'-[2-(6-benzothiazolyl)ethyl]-3,4-dihydro-6-methanesulfonamidospiro[(2H)-1-benzopyran-2,4'-piperidine]-4-one hydrochloride

https://huagongshe.com/reaction/1781398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantSodium BicarbonateHCID 516892—
ReactantN-(4-Oxospiro[chroman-2,4'-piperidine]-6-yl)methanesulfonamide hydrochlorideHCID 19045253—
ReactantHCID 54001247HCID 54001247—
SolventAcetonitrileHCID 6342—
Product1'-[2-(6-benzothiazolyl)ethyl]-3,4-dihydro-6-methanesulfonamidospiro[(2H)-1-benzopyran-2,4'-piperidine]-4-one hydrochlorideHCID 1904557548%

Reaction Steps

In a manner similar to that described in Example 92, Step B a mixture of 3,4-dihydro-6-methanesulfonamido-spiro[(2H)-1-benzopyran-2,4'-piperidine]-4-one hydrochloride (0.146 g, 0.42 mmol), sodium bicarbonate (0.143 g, 1.70 mmol), 6-benzothiazolylethyl methanesulfonate (0.108 g, 0.42 mmol), potassium iodide (0.070 g, 0.42 mmol) and acetonitrile (5 mL) was heated at reflux for 6.5 hours. Purification and crystallization as the hydrochloride salt from ethanol gave 0.102 g (48%) of the title compound as a white solid, mp 214°-215° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05633247
Source datasetuspto-grants-1997_05
ORD IDord-1b3fc702fdbd4fa5893859a012326d24
Source noteuspto-grants-1997_05