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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1884895Generated: October 27, 2026

Isopropyl isocyanate → N-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-isopropylurea

https://huagongshe.com/reaction/1884895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropyl isocyanateHCID 61277—
Reactant3-Amino-6-chloro-2-hydroxy-benzenesulfonamideHCID 11368059—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductN-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-isopropylureaHCID 987963754%

Reaction Steps

A solution of 3-amino-6-chloro-2-hydroxybenzenesulfonamide (150 mg, 0.67 mmol) and isopropyl isocyanate (80 μL, 0.81 mmol) in 1 mL of N,N-dimethyl-formamide was stirred at room temperature for 20 hours. The mixture was diluted with ethyl acetate and washed with water to give the crude. Purification upon column chromatograph on silica gel, eluting with ethyl acetate/hexane (50/50, v/v), followed by recrystallization from acetone and hexane, gave the desired product (111 mg, 54%). LC-MS (m/z) 308.0 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06767922B2
Source datasetuspto-grants-2004_07
ORD IDord-92b81b6ab7844d85accde8dc18b1ffd7
Source noteuspto-grants-2004_07