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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591181Generated: October 26, 2026

Sodium Bicarbonate → L-691121

https://huagongshe.com/reaction/1591181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant5-(2-Bromoethyl)benzofurazanHCID 11775899—
ReactantN-(4-Oxospiro[chroman-2,4'-piperidine]-6-yl)methanesulfonamide hydrochlorideHCID 19045253—
SolventEthanolHCID 702—
ProductL-691121HCID 16439041.2%

Reaction Steps

A suspension of 5-(2-bromoethyl)benzofurazan (0.39 g, 1.72 mmol), 3,4-dihydro-6-methanesulfonamido spiro[(2H)-1-benzopyran-2,4'-piperidine]4-one hydrochloride (0.24 g, 0.69 mmol) and sodium bicarbonate (0.21 g, 2.55 mmol) in ethanol (13.2 ml) was heated at reflux temperature for 24 hr. Solvent evaporation and chromatography (silica gel, chloroform-methanol-ammonium hydroxide, 97/3/0.3) gave an oil; conversion to the hydrochloride gave the hydrochloride (0.14 g, 41%); mp>250° C. Anal. Calcd for C22H24N4O3.HCl: C, 53.59; H, 5.12; N, 11.37. Found: C, 53.55; H, 5.15; N, 11.12.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05206240
Source datasetuspto-grants-1993_04
ORD IDord-13577edd6aa04b0c81e25ae649465068
Source noteuspto-grants-1993_04