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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1743148Generated: October 27, 2026

3-Ethoxy-4-(2-hydroxyanilino)cyclobut-3-ene-1,2-dione → 3-(2-Chloro-3-methylanilino)-4-(2-hydroxyanilino)-cyclobut-3-ene-1,2-dione

https://huagongshe.com/reaction/1743148

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Ethoxy-4-(2-hydroxyanilino)cyclobut-3-ene-1,2-dioneHCID 2826618—
Reactant2-Chloro-m-toluidineHCID 11412438—
SolventDimethyl SulfoxideHCID 679—
Product3-(2-Chloro-3-methylanilino)-4-(2-hydroxyanilino)-cyclobut-3-ene-1,2-dioneHCID 10268358—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 3-ethoxy-4-(2-hydroxyanilino)-cyclobut-3-ene-1,2-dione (50 mg, 0.21 mmol) in DMSO (1.5 mL) was added 2-chloro-3-methylaniline (0.026 mL, 0.21 mmol) and reaction was stirred at 110° C. overnight. Reaction was purified on HPLC (acetonitrile:water) and product was concentrated down. Solid was dried in vacuo. LC-MS (m/z) 329 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07008962B2
Source datasetuspto-grants-2006_03
ORD IDord-b22dc3f27ba7474d98385f1735f7dae5
Source noteuspto-grants-2006_03