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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1743143Generated: November 4, 2026

O-Toluidine → 3-(2-Methylanilino)-4-(2-hydroxyanilino)-cyclobut-3-ene-1,2-dione

https://huagongshe.com/reaction/1743143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-ToluidineHCID 7242—
Reactant3-Ethoxy-4-(2-hydroxyanilino)cyclobut-3-ene-1,2-dioneHCID 2826618—
SolventDimethyl SulfoxideHCID 679—
Product3-(2-Methylanilino)-4-(2-hydroxyanilino)-cyclobut-3-ene-1,2-dioneHCID 22238506—

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-methylaniline (0.023 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) 295 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07008962B2
Source datasetuspto-grants-2006_03
ORD IDord-7b17f79fcad5463c82bb80e96f83fd89
Source noteuspto-grants-2006_03