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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 396287Generated: October 26, 2026

Dimethylformamide → N-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-(1,3-dimethylpyrazol-5-yl)urea

https://huagongshe.com/reaction/396287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-Amino-6-chloro-2-hydroxy-benzenesulfonamideHCID 11368059—
Reactant5-(Azidocarbonyl)-1,3-dimethylpyrazoleHCID 23003633—
ProductN-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-(1,3-dimethylpyrazol-5-yl)ureaHCID 102919827.7%

Reaction Steps

Under Ar, a solution of 3-amino-6-chloro-2-hydroxybenzenesulfonamide (137 mg, 0.61 mmol) and 5-(azidocarbonyl)-1,3-dimethylpyrazole (203 mg, 1.23 mmol) in 2 mL of N,N-dimethyl-formamide was stirred at room temperature for 3 days. Purification upon Gilson HPLC, eluting with acetonitrile/water (10/90, v/v to 90/10, v/v, over 10 min), gave the desired product (17 mg, 7.7%). LC-MS (m/z) 360.2 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06608077B2
Source datasetuspto-grants-2003_08
ORD IDord-8f0d5a4500af4d2585f402c7648e3d19
Source noteuspto-grants-2003_08