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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595494Generated: November 3, 2026

Hantzsch ester → 5-([4-[2-(4-Methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)thiazolidine-2,4-dione

https://huagongshe.com/reaction/1595494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHantzsch esterHCID 70849—
Reactant5-(4-[2-(4-Methanesulfonyloxyphenyl)ethoxy]benzylidene)thiazolidine-2,4-dioneHCID 53685529—
SolventTolueneHCID 1140—
Product5-([4-[2-(4-Methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)thiazolidine-2,4-dioneHCID 2170501679.4%

Reaction Steps

98 g (0.23 mole) 5-(4-[2-(4-methanesulfonyloxyphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione and 89 g (0.35 mole) diethyl-1,4-dihydro-2,6-dimethyl-3,5-pyridine dicarboxylate was heated under reduced pressure until it melted (160° C.). The reaction mixture was allowed to stay at this temperature for 5 hours. The reaction mixture was then taken off the heat and toluene was added when the temperature was below 100° C. The crystals were collected and washed with diethyl ether and recrystallized in toluene to give 77 g (yield 79%) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288096B1
Source datasetuspto-grants-2001_09
ORD IDord-4b6890660f244b2fac5982bb71f10462
Source noteuspto-grants-2001_09