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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385022Generated: October 30, 2026

Chlorosuccinimide → Methyl 3-chloro-5-cyano-4-hydroxybenzoate

https://huagongshe.com/reaction/385022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantMethyl 3-cyano-4-hydroxybenzoateHCID 11769089—
ReactantHydrogen chloride-ethyl acetateHCID 21866389—
SolventMethanolHCID 887—
SolventChloroformHCID 6212—
ProductMethyl 3-chloro-5-cyano-4-hydroxybenzoateHCID 6810887153.2%

Reaction Steps

Methyl 3-cyano-4-hydroxybenzoate (2.00 g) was dissolved in chloroform (15 mL) and methanol (5 mL), and N-chlorosuccinimide (3.62 g) and 4N hydrochloric acid-ethyl acetate (6.8 mL) were added to the solution, and then the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure and a mixture of methanol and water in a mixing ratio of 9:1 was added, and then the precipitated crystal was washed with water and isopropyl alcohol to obtain the title compound (1.27 g) as a colorless crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367843B2
Source datasetuspto-grants-2013_02
ORD IDord-97ab2f81be514fb6b61b27ff2a866bd9
Source noteuspto-grants-2013_02