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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844108Generated: November 1, 2026

Sodium Carbonate → HCID 86699719, compound

https://huagongshe.com/reaction/1844108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTriphosgeneHCID 94429—
Reactant6-Amino-1,3-dihydro-2H-indol-2-oneHCID 590538—
Reactant3-Methyl-2-oxoimidazolidine-1-carbonyl chlorideHCID 20559340—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86699719HCID 86699719—

Reaction Steps

bis(trichloromethyl)carbonate in tetrahydrofuran was added dropwise within 1 hour to the compound D78 in tetrahydrofuran in such a way that the internal temperature was kept at 55-60° C. The mixture was stirred for 5 h at this temperature. The formation of 3-methyl-2-oxoimidazolidine-1-carbonyl chloride was confirmed by TLC. The 6-aminoindolin-2-one (D4) was added to the mixture in situ and the mixture was refluxed for 4 h. The completion of reaction was monitored using TLC. The residue obtained after workup using saturated sodium carbonate was further purified using flash chromatography on silica gel to afford the title compound D79.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946282B2
Source datasetuspto-grants-2015_02
ORD IDord-317dbfc389ca4de084b3ea04c288ea6c
Source noteuspto-grants-2015_02