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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1381339Generated: October 30, 2026

Toluene → HCID 20201053, compound

https://huagongshe.com/reaction/1381339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethylformamideHCID 6228—
ReactantEthyl chloroacetateHCID 7751—
ReactantSodium CarbonateHCID 10340—
Reactant1,4-Dioxo-3,6-diphenylpyrrolo[3,4-c]pyrroleHCID 15217576—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 20201053HCID 20201053—

Reaction Steps

A mixture of 9.8 parts of ethyl chloroacetate and 20 parts of dimethylformamide is added to a mixture, warmed to 145° C., of 5.8 parts of 1,4-diketo-3,6-diphenylpyrrolo-[3,4-c]-pyrrole, 8.5 parts of sodium carbonate and 60 parts of dimethylformamide in the course of 30 minutes. The brown-yellow solution formed is subsequently stirred at 140°-145° C. for 30 minutes, cooled and poured onto 1,000 parts of water of 15° C. After the mixture has been left to stand at 20° C. for one hour, the aqueous phase is poured off and the crude product is heated to the boiling point with 200 parts of ethanol. The suspension formed is filtered at 20° C. and the product is washed with ethanol and then with water of 90° C. and dried. 5.6 parts of a yellow product of melting point 204°-208° C. are obtained. Pure 1,4-diketo-2,5-di-(carboethoxymethyl)-3,6 -diphenylpyrrolo-[3,4-c]-pyrrole of the following formula of melting point 209°-210° C. and M+ 460 is obtained by crystallisation from toluene. ##STR27##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04585878
Source datasetuspto-grants-1986_04
ORD IDord-3587ddda08a340feb3f88320ffa301bf
Source noteuspto-grants-1986_04