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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diethyl squarate | HCID 123228 | — |
| Reactant | 6-Amino-3-chloro-2-(4-methyl-piperazine-1-sulfonyl)-phenol | HCID 23447857 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-[4-Chloro-2-hydroxy-3-(4-methylpiperazine-1-sulfonyl)phenylamino]-4-ethoxycyclobut-3-ene-1,2-dione | HCID 89525498 | 74% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388149B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-c5a1ef9db07945ea9c26e88ba5415c2d |
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| Source note | uspto-grants-2016_07 |
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