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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369102Generated: October 31, 2026

Toluene → HCID 18518640, compound

https://huagongshe.com/reaction/1369102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethylformamideHCID 6228—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 18518682HCID 18518682—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
SolventEthyl AcetateHCID 8857—
ProductHCID 18518640HCID 18518640—

Reaction Steps

To Pd2(dba)3CHCl3 (5.69 mg, 5 mol %) and triphenyIphosphine (5.76 mg, 20 mol %) under a nitrogen atmosphere was added anhydrous DMF (0.5 mL). The mixture was stirred at room temperature for 30 minutes to give orange/yellow mixture. To this was then added 1-(2-diethylaminoethyl)-3-hydroxy-3-(2-chlorophenyl)-4-chloro-6-iodooxindole (57.0 mg, 1.1×10−4 mol) followed by Zn(CN)2 (17.2 mg, 0.8 eq., 60%). The resulting suspension was heated to 60° C. (bath temperature) and stirred at that temperature for 3 hours. The mixture was allowed to cool and diluted with EtOAc:toluene (10 mL, 1:1). The mixture was washed with H2O (2×10 mL) and dried (anhydrous MgSO4). After filtration the solvent was removed in vacuo to give the crude title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06576656B1
Source datasetuspto-grants-2003_06
ORD IDord-e3cd1080324e4867aab17dfecf40fbe9
Source noteuspto-grants-2003_06