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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677004Generated: October 31, 2026

p-Chlorothiophenol → tert-Butyl 3-[(4-chlorophenyl)thio]propylcarbamate

https://huagongshe.com/reaction/1677004

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-ChlorothiophenolHCID 7815—
ReactantSodium hydrideHCID 24758—
Reactant3-((Tert-butoxycarbonyl)amino)propyl methanesulfonateHCID 11414109—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl 3-[(4-chlorophenyl)thio]propylcarbamateHCID 85937154—

Reaction Steps

A solution of 4-chlorothiophenol (91 mg) in 6 mL of DMF was cooled to 0° C. under N2. Sodium hydride (60%, 30 mg) was added and the reaction stirred for 30 minutes. The product from Step A above in 3 mL of DMF was added and the reaction allowed to warm to room temperature while stirring overnight. This was diluted with EtOAc, washed with saturated NaHCO3 and brine and dried over Na2SO4. Concentrating in vacuo gave the titled compound. ESI+ MS: 202 [MH-Boc]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008295B2
Source datasetuspto-grants-2011_08
ORD IDord-862579fe7cc14c6ba70f67a95570f4a6
Source noteuspto-grants-2011_08