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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 432606Generated: November 1, 2026

Dimethylformamide → HCID 9880863, compound

https://huagongshe.com/reaction/432606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant(R)-Tetrahydro-3-furoic acidHCID 4661317—
Reactant3-Amino-6-chloro-2-hydroxy-benzenesulfonamideHCID 11368059—
ProductHCID 9880863HCID 98808635%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of Tetrahydro-furan-3-carboxylic acid (0.093 mL, 1.0 mmol) in DMF (0.5 mL) was added DPPA (0.25 mL, 1.2 mmol) and TEA (0.25 mL, 1.8 mmol) and the reaction heated at 70° C. After 18 hrs, 3-Amino-6-chloro-2-hydroxy-benzenesulfonamide (1.0 mmol) was added and the reaction heated at 70° 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 concentrated under reduced pressure. The crude residue was purified via HPLC to give 18 mg (5%) of N-[4-chloro-2-hydroxy-3-sulfamylphenyl]-N′-(3-tetrahydrofuryl)urea. LC-MS (m/z) 336 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06664259B2
Source datasetuspto-grants-2003_12
ORD IDord-328012ee63144561832de4828a1c9ea2
Source noteuspto-grants-2003_12