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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2119921Generated: October 30, 2026

5-(4-[2-(N-Methyl-N-(2-pyrimidinyl)amino)ethoxy]benzylidene)-2,4-thiazolidinedione → 5-(4-[2-(N-Methyl-N-(2-pyrimidinyl)amino)ethoxy]benzyl)-2,4-thiazolidinedione

https://huagongshe.com/reaction/2119921

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(4-[2-(N-Methyl-N-(2-pyrimidinyl)amino)ethoxy]benzylidene)-2,4-thiazolidinedioneHCID 54227469—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
Solvent1,4-DioxaneHCID 31275—
Product5-(4-[2-(N-Methyl-N-(2-pyrimidinyl)amino)ethoxy]benzyl)-2,4-thiazolidinedioneHCID 10361044—

Reaction Steps

5-(4-[2-(N-Methyl-N-(2-pyrimidinyl)amino)ethoxy]benzylidene)-2,4-thiazolidinedione (2.4 g) in dry 1,4-dioxan (150 ml) was reduced under hydrogen in the presence of 10% palladium on charcoal (3 g) until hydrogen uptake ceased. The solution was filtered through diatomaceous earth, the filter pad was washed exhaustively with dioxan and the combined filtrates were evaporated to dryness under vacuum. The title compound (mp 150-51° C.) was obtained after crystallisation from methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06686475B2
Source datasetuspto-grants-2004_02
ORD IDord-fb7e039957ad45a2aec3200ee1bdc04a
Source noteuspto-grants-2004_02