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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562668Generated: October 25, 2026

Oxalyl chloride → N-[(5-chloro(2-thienyl))sulfonyl]-N'-[4-(5-chloro-1,3-dioxobenzo [c]azolidin-2-yl)-3-methylphenyl]ethane-1,2-diamide

https://huagongshe.com/reaction/562668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantN-(4-Amino-o-tolyl)-4-chlorophthalimideHCID 93991—
Reactant5-Chlorothiophene-2-SulfonamideHCID 1241301—
ProductN-[(5-chloro(2-thienyl))sulfonyl]-N'-[4-(5-chloro-1,3-dioxobenzo [c]azolidin-2-yl)-3-methylphenyl]ethane-1,2-diamideHCID 2080025744%

Reaction Steps

A 200 mg (1.0 mmol) of 5-chlorothiophenesulfonamide was slurried in 0.5 mL of oxalyl chloride and refluxed for 6 h. The solvent was removed in vacuo and 36 mg of the resulting solid was dissolved in 240 μl, acetonitrile and treated with 40 mg (0.14 mmol) 2-(4-amino-2-methylphenyl)-5-chlorobenzo[c]azoline-1,3-dione. After stirring for 1 h, the solvent was removed and the residue was purified by RP-HPLC to give 33 mg (44%) of the titled compound. ES-MS (M+H)+=538(2Cl).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067428B2
Source datasetuspto-grants-2011_11
ORD IDord-5b832f5d211849d48ec600fb78bfc494
Source noteuspto-grants-2011_11