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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008640Generated: October 30, 2026

Thiazolidinedione → HCID 73856760, compound

https://huagongshe.com/reaction/1008640

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 numberUS06797708B2
Source datasetuspto-grants-2004_09
ORD IDord-4539692fa61c45159eb7ce086054cf22
Source noteuspto-grants-2004_09