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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 396281Generated: October 28, 2026

Dimethylformamide → N-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-(pyridin-2-yl)urea

https://huagongshe.com/reaction/396281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPyridine-2-carbonyl azideHCID 5110493—
Reactant3-Amino-6-chloro-2-hydroxy-benzenesulfonamideHCID 11368059—
ProductN-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-(pyridin-2-yl)ureaHCID 986289362%

Reaction Steps

Under Argon, a solution of 3-amino-6-chloro-2-hydroxybenzenesulfonamide (300 mg, 1.35 mmol) and 2-(azidocarbonyl)-pyridine (400 mg, 2.70 mmol) in 5 mL of N,N-dimethyl-formamide was heated to 80° C. for 2 hours. The mixture was kept at room temperature for another 20 hours. Purification upon Gilson HPLC, eluting with acetonitrile/water (10/90, v/v to 90/10, v/v, over 10 min), gave the desired product (287 mg, 62%). LC-MS (m/z) 343.0 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06608077B2
Source datasetuspto-grants-2003_08
ORD IDord-285445673ec9445b96c50496387ca86b
Source noteuspto-grants-2003_08