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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1372681Erstellt: 27. Oktober 2026

Methyl 2-(4-amino-3-chlorophenyl)acetate → Methyl (3-chloro-4-(5-fluoro-2-benzothiazolyl)aminophenyl)acetate

https://huagongshe.com/reaction/1372681

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl 2-(4-amino-3-chlorophenyl)acetateHCID 13616273—
Edukt2-Bromo-5-fluorobenzo[d]thiazoleHCID 17859396—
EduktPyridinium.p-toluenesulfonateHCID 22033616—
LösungsmittelO-XyleneHCID 7237—
ProduktMethyl (3-chloro-4-(5-fluoro-2-benzothiazolyl)aminophenyl)acetateHCID 5877835837,5%

Reaktionsschritte

In xylene (5 ml), 2-bromo-5-fluorobenzothiazole (516 mg, 2.22 mmol), methyl 4-amino-3-chlorophenylacetate (444 mg, 2.22 mmol), and pyridinium•p-toluenesulfonate (PPTS) (168 mg, 0.67 mmol) were heated under reflux for 10 hours. After cooling, the reaction mixture was distilled under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column, whereby from n-hexane/ethyl acetate (7:1, v/v) eluate fractions, methyl (3-chloro-4-(5-fluoro-2-benzothiazolyl)aminophenyl)acetate (292 mg, 37%) was obtained as a pale yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07157487B2
Quelldatensatzuspto-grants-2007_01
ORD IDord-4c7368b2558a4b6f8b6eb27100b196f9
Quellennotizuspto-grants-2007_01