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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56125Generated: October 30, 2026

Sodium Iodide → HCID 118262719, compound

https://huagongshe.com/reaction/56125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantBis(2-chloroethyl) etherHCID 8115—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl (5-amino-2-fluorophenyl)carbamateHCID 10933172—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 118262719HCID 11826271935.1%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a mixture of tert-butyl (2-fluoro-5-aminophenyl)carbamate (2.02 g, 8.93 mmol), K2CO3 (2.47 g, 17.86 mmoll) and NaI (4.02 g, 26.79 mmol) in DMF (60 mL) was added 2,2′-dichlorodiethyl ether (1.28 g, 8.93 mmol) slowly at 150° C. under N2. The reaction was heated at 150° C. overnight, then cooled to rt, poured into water (200 mL) and extracted with CH2Cl2 (200 mL×2). The combined organic phases were washed with water (200 mL×2) and brine (200 mL), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=4:1) to give the title compound as a yellow solid (0.93 g, 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-2f5dce45324041a2905bf7a66a2ec1ea
Source noteuspto-grants-2016_09