Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1524227Erstellt: 27. Oktober 2026

Sodium Carbonate → N-(2-fluorophenyl)[5-(6-methylbenzothiazol-5-yl)(2-thienyl)]carboxamide

https://huagongshe.com/reaction/1524227

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt(5-bromo(2-thienyl))-N-(2-fluorophenyl)carboxamideHCID 26584369—
Edukt6-Methyl-5-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzothiazoleHCID 66779583—
EduktBrine ethyl acetateHCID 131718255—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktN-(2-fluorophenyl)[5-(6-methylbenzothiazol-5-yl)(2-thienyl)]carboxamideHCID 6677878490,7%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

A mixture of (5-bromo(2-thienyl))-N-(2-fluorophenyl)carboxamide (9, 21 mg, 0.07 mmol), 6-methyl-5-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzothiazole (14) (19 mg, 0.07 mmol), tetrakis(triphenylphosphine)-palladium(0) (Pd(Ph3P)4, 8 mg) and sodium carbonate (22 mg) in 0.5 ml DME, 0.5 ml EtOH and 0.25 ml water was heated under Ar in microwave reactor at 110° C. for 30 min. The reaction mixture was worked up with EA/brine. Org. phase was concentrated and then subjected to prep HPLC chromatography to furnish 23.4 mg of N-(2-fluorophenyl)[5-(6-methylbenzothiazol-5-yl)(2-thienyl)]carboxamide (16) as yellow solid (yield: 90.7%; purity>95%). LC-MS: calcd. for C19H13FN2OS2: 369 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09079891B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-10e138bd644045a88c963dbd1ccf324c
Quellennotizuspto-grants-2015_07