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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24715Generated: October 26, 2026

2-Chloroethyl Isothiocyanate → 2-Chloro-4-(2-thiazolinylamino)benzoic acid methyl ester

https://huagongshe.com/reaction/24715

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloroethyl IsothiocyanateHCID 138661—
ReactantMethyl 4-Amino-2-chlorobenzoateHCID 11839197—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-4-(2-thiazolinylamino)benzoic acid methyl esterHCID 69564628—

Reaction Steps

A mixture of 4-amino-2-chlorobenzoic acid methyl ester (0.5 g) and 2-chloroethylisothiocyanate (0.26 mL) in THF (20 mL) was refluxed for 24 h. THF was distilled and the residue was purified by column chromatography (silica gel: eluent: hexane/EtOAc 3:1-1:1) to yield 2-chloro-4-(2-thiazolinylamino)benzoic acid methyl ester (74 mg). ESMS: m/z 271 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855843B2
Source datasetuspto-grants-2005_02
ORD IDord-2a25a18e5f0c4c359bac4a1888fb1f0e
Source noteuspto-grants-2005_02