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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2212770Generated: November 2, 2026

Thiazolidinedione → HCID 73856760, compound

https://huagongshe.com/reaction/2212770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
ReactantHCID 21962541HCID 21962541—
SolventEthanolHCID 702—
ProductHCID 73856760HCID 7385676087%

Reaction Steps

The mixture of 4-{2-[2-(2-Azido-ethyl)-1-benzhydryl-5-chloro-1H-indol-3-yl]-ethoxy}-benzaldehyde (1.29 g, 2.41 mmole, 1.0 equiv.), 2,4-thiazolidine dione (0.41 g, 3.13 mmole, 1.3 equiv.) and piperidine (0.12 ml, 1.21 mmole, 0.5 equiv.) in EtOH (125 ml) was refluxed overnight. EtOH was removed on vacuo. The residue was diluted in EtOAc and washed with water, then brine. The organic layer was dried over MgSO4 and concentrated, and the residue was chromatographed with 30–35% EtOAc/hexane to obtain 5-(4-{2-[2-(2-Azido-ethyl)-1-benzhydryl-5-chloro-1H-indol-3-yl]-ethoxy}-benzylidene)-thiazolidine-2,4-dione (1.33 g, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07101875B2
Source datasetuspto-grants-2006_09
ORD IDord-bb57226b9ac64d0199e0679f934528d6
Source noteuspto-grants-2006_09