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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 416298Erstellt: 26. Oktober 2026

Triethylamine → tert-Butyl 2-(5-formylthiophene-2-carboxamido)phenylcarbamate

https://huagongshe.com/reaction/416298

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
EduktN-(tert-Butoxycarbonyl)-1,2-phenylenediamineHCID 676311—
Edukt5-Formyl-2-thiophenecarboxylic AcidHCID 818882—
LösungsmittelDimethylformamideHCID 6228—
Produkttert-Butyl 2-(5-formylthiophene-2-carboxamido)phenylcarbamateHCID 5893064533,5%

Reaktionsschritte

A solution of 5-formylthiophene-2-carboxylic acid (350 mg, 2.24 mmol), tert-butyl 2-aminophenylcarbamate (467 mg, 2.24 mmol) and triethylamine (470 μL, 340 mg, 3.36 mmol) and BOP (1.1 g, 2.68 mmol) in DMF (10 mL) was stirred at room temperature for 2 hours. The reaction mixture was concentrated and purified by flash chromatography using 25% EtOAc in hexanes as an eluent, yielding 260 mg (33%) of the title compound. 1H NMR (CDCl3) 9.95 (s, 1H), 9.7 (br. s, 1H), 7.84 (d, 1H, J=8.0 Hz), 7.74 (m, 2H), 7.15 (m, 2H), 6.72 (s, 1H), 1.56 (s, 9H). LRMS: (calc) 346.1; (found) 369.1 (M+Na)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08088805B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-ee460b9b649d4ae1a10c3f119c93cbb9
Quellennotizuspto-grants-2012_01