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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2077516Erstellt: 24. Oktober 2026

Sodium Carbonate Monohydrate → N-(7-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide

https://huagongshe.com/de/reaction/2077516

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium Carbonate MonohydrateHCID 2735133—
Edukt3-Fluoro-4-methoxyphenylboronic acidHCID 2782194—
EduktN-(6-bromo-1,3-benzothiazol-2-yl)acetamideHCID 3240669—
EduktN-(7-bromobenzo[d]thiazol-2-yl)acetamideHCID 57584914—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktN-(7-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamideHCID 57584946—
ProduktN-(6-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamideHCID 86627994—

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

The mixture (302.6 mg, 1.116 mmol) of N-(7-bromobenzo[d]thiazol-2-yl)acetamide and N-(6-bromobenzo[d]thiazol-2-yl)acetamide, 3-fluoro-4-methoxyphenylboronic acid (298 mg, 1.75 mmol), sodium carbonate monohydrate (0.247 mL, 4.48 mmol), and dichlorobis(triphenylphosphine)palladium (II) (168 mg, 0.239 mmol) were suspended in 1,2-dimethoxyethane (3.5 mL), water (1.5 mL) and EtOH (1.0 mL). The reaction flask was fit with a reflux condensor and placed in a preheated oil bath (85° C.) and stirred under argon for 1 hour. The reaction was cooled to room temperature and allowed to stand overnight. It was then filtered through a Celite® (diatomaceous earth) pad, and the solid was washed with MeOH, DCM, and DME. The filtrate was concentrated and treated with DCM. The resulting precipitate was collected by filtration and the crude was further purified by HPLC to provide N-(7-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide and N-(6-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07928140B2
Quelldatensatzuspto-grants-2011_04
ORD IDord-79222293d2ca422582a2e4ede6183025
Quellennotizuspto-grants-2011_04