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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727038Generated: October 26, 2026

Methyl 4-(chlorocarbonyl)benzoate → Methyl 4-isothiocyanatocarbonylbenzoate

https://huagongshe.com/reaction/1727038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(chlorocarbonyl)benzoateHCID 81850—
ReactantPotassium thiocyanateHCID 516872—
SolventAcetonitrileHCID 6342—
ProductMethyl 4-isothiocyanatocarbonylbenzoateHCID 5969523695%

Reaction Conditions

Temperature20 °C

Reaction Steps

Potassium thiocyanate (1.08 g, 1.1 eq) is added to a solution of methyl-4-chlorocarbonylbenzoate (2 g) in acetonitrile (30 ml). After stirring for 1 hour at approximately 20° C., the mixture is filtered and the filtrate is concentrated under reduced pressure at 40° C. The solid obtained is purified by flash chromatography on silica gel (eluent: heptane/ethyl acetate 1:1) in order to produce the expected compound (2.1 g; 95% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495009B2
Source datasetuspto-grants-2009_02
ORD IDord-eb95d2aa433949d8b2323c914d21fa34
Source noteuspto-grants-2009_02