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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1632643Generated: November 4, 2026

Ethyl Acetate → 1-(3-Chlorophenyl)-3-(dimethylaminomethylene)-2(1H,3H)-indolone

https://huagongshe.com/reaction/1632643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant1,1-Dimethoxyethyl(dimethyl)amineHCID 87835—
Reactant1-(3-Chlorophenyl)-indolin-2-oneHCID 11299530—
SolventDichloromethaneHCID 6344—
Product1-(3-Chlorophenyl)-3-(dimethylaminomethylene)-2(1H,3H)-indoloneHCID 53719608—

Reaction Steps

By the procedure of Example A1, but substituting an equivalent of dimethylformamide dimethylacetal for the dimethylacetamide dimethylacetal, using first methylene chloride and then 7.5% ethyl acetate in methylene chloride in chromatography and recrystallization from ether-pentane, 1-(3-chlorophenyl)-2(1H,3H)-indolone (10 g, 0.041 mole) was converted to title product, 3.73 g, m.p. 116°-118°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04476307
Source datasetuspto-grants-1984_10
ORD IDord-a6d824a435df4cffac45dd51dc6d580a
Source noteuspto-grants-1984_10