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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 29718Erstellt: 25. Oktober 2026

Triethylamine → Methyl 4-{2-[(benzofuran-2-yl-carbonyl)amino]ethylsulfanyl}benzoate

https://huagongshe.com/reaction/29718

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktBenzofuran-2-carboxylic acidHCID 10331—
EduktSodium BicarbonateHCID 516892—
EduktMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
EduktMethyl 4-(2-aminoethylsulfanyl)benzoate hydrochlorideHCID 66687893—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 4-{2-[(benzofuran-2-yl-carbonyl)amino]ethylsulfanyl}benzoateHCID 6668794638,8%

Reaktionsschritte

Methyl 4-(2-aminoethylsulfanyl)benzoate hydrochloride (0.248 g, 1.00 mmol), was combined with benzofuran-2-carboxylic acid (0.162 g, 1.00 mmol) and HBTU (0.379 g, 1.00 mmol) in DMF (5 ml) at room temperature. Triethylamine (0.307 ml, 2.2 mmol) was added and the reaction mixture was stirred at room temperature overnight. Saturated aqueous NaHCO3 (15 ml) was added to give precipitates which was broken up by the addition of water (20 ml). The solid was filtered and the cake was dissolved in ethyl acetate. The residual water was removed by pipette and hexane was added to give methyl 4-{2-[(benzofuran-2-yl-carbonyl)-amino]ethylsulfanyl}benzoate (0.138 g) as a gum which was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07420089B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-14f61712884949cfaf2783c6c5b1ae07
Quellennotizuspto-grants-2008_09