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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050989Generated: October 30, 2026

Diethyl squarate → 3-[4-Chloro-2-hydroxy-3-(4-methylpiperazine-1-sulfonyl)phenylamino]-4-ethoxycyclobut-3-ene-1,2-dione

https://huagongshe.com/reaction/1050989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl squarateHCID 123228—
Reactant6-Amino-3-chloro-2-(4-methyl-piperazine-1-sulfonyl)-phenolHCID 23447857—
SolventEthanolHCID 702—
Product3-[4-Chloro-2-hydroxy-3-(4-methylpiperazine-1-sulfonyl)phenylamino]-4-ethoxycyclobut-3-ene-1,2-dioneHCID 8952549874%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 1.98 g (6.5 mmol, 1 eq) of 6-amino-3-chloro-2-(4-methylpiperazine-1-sulfonyl)phenol and 2.20 g (48.8 mmol, 2 eq) of 3,4-diethoxy-3-cyclobutene-1,2-dione was placed in solution in 20 ml of ethanol. The reaction medium was heated at 50° C. for 16 hours. The insoluble material was filtered off, washed with ethanol and dried under vacuum at 45° C. 2.05 g of 3-[4-chloro-2-hydroxy-3-(4-methylpiperazine-1-sulfonyl)phenylamino]-4-ethoxycyclobut-3-ene-1,2-dione were obtained in the form of a yellow solid. Yield=74%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388149B2
Source datasetuspto-grants-2016_07
ORD IDord-c5a1ef9db07945ea9c26e88ba5415c2d
Source noteuspto-grants-2016_07