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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406283Generated: October 31, 2026

Toluene → HCID 9915424, compound

https://huagongshe.com/reaction/2406283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhosgeneHCID 6371—
ReactantHCID 12147836HCID 12147836—
SolventDichloromethaneHCID 6344—
ProductHCID 9915424HCID 9915424—

Reaction Steps

200 mg (0.384 mmol) of N—((S)-2-diphenylamino-1-hydrazinocarbonylethyl)-2-(2-methylaminopyrimidin-4-yl)-1H-indole-5-carboxamide (12) were suspended in 20 ml of methylene chloride, and a 20% solution of phosgene in toluene (0.398 mmol) was added dropwise at 0° C. and while stirring. The mixture was stirred at room temperature for a further 15 h and the solvent was concentrated. The oxadiazolone 13 was subsequently isolated by flash chromatography on silica gel (DCM:MeOH=9:1). Yield: 160 mg (76%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809358B2
Source datasetuspto-grants-2014_08
ORD IDord-31e84d2b421e43f28b912dc28a9b42ca
Source noteuspto-grants-2014_08