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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 432608Generated: October 29, 2026

Dimethylformamide → HCID 9902927, compound

https://huagongshe.com/reaction/432608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 392871—
Reactant3-Amino-6-chloro-2-hydroxy-benzenesulfonamideHCID 11368059—
ProductHCID 9902927HCID 9902927—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (0.23 g, 1.0 mmol) in DMF (0.5 mL) was added DPPA (0.215 mL, 1.0 mmol) and TEA (0.139 mL, 1.0 mmol) and the reaction heated at 80° C. After 18 hrs, 3-Amino-6-chloro-2-hydroxy-benzenesulfonamide (1.0 mmol) was added and the reaction heated at 80° C. After 18 hrs, the reaction mixture was quenched with water and extracted with ethyl acetate. The organic layers were dried over anhydrous magnesium sulfate, and concentraed under reduced pressure. The crude residue was purified via HPLC to give 12 mg of 6-Chloro-2-hydroxy-3-(3-piperidin-4-yl-ureido)-benzenesulfonamide. LC-MS (m/z) 349 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06664259B2
Source datasetuspto-grants-2003_12
ORD IDord-248dca54855e483682b1af55e939b6ce
Source noteuspto-grants-2003_12