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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480669Generated: October 26, 2026

1,6-Cleve's acid → 5-({3-Nitro-5-[N-(6-sulfonaphthyl)carbamoyl]phenyl}carbonylamino)-naphthalene-2-sulfonic Acid

https://huagongshe.com/reaction/480669

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,6-Cleve's acidHCID 8408—
Reactant5-Nitroisophthaloyl chlorideHCID 83451—
SolventPyridineHCID 1049—
SolventChloroformHCID 6212—
Solvent1,4-DioxaneHCID 31275—
Product5-({3-Nitro-5-[N-(6-sulfonaphthyl)carbamoyl]phenyl}carbonylamino)-naphthalene-2-sulfonic AcidHCID 12094653—

Reaction Steps

22.33 g (0.10 mol) of 5-amino-2-naphthalenesulfonic acid was suspended in 150 mL of pyridine and added to the above di-acid chloride in 50 mL (50:50) of dioxane and CHCl3 under vigorous stirring for 1-2 hrs. The crude product was precipitated with dioxane. The oily product was collected on a Büchner funnel. The brown colored oily product was dissolved in 500 mL water, then allowed to precipitate out over 30 min. The solid material was collected using filtration. It yielded 16.2 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06653321B1
Source datasetuspto-grants-2003_11
ORD IDord-5e3368348bc7428f8858fabd35c3d318
Source noteuspto-grants-2003_11