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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1159478Erstellt: 27. Oktober 2026

p-Toluenesulfonic acid → 7-trifluoromethyl-10H-benzo(4,5)furo(3,2-b)indole-1-carboxylic acid

https://huagongshe.com/reaction/1159478

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
Edukt2-Hydrazinobenzoic acidHCID 79223—
Edukt2-[N'-(6-trifluoromethyl-benzofuran-3-yl-idene)-hydrazino]-benzoic acidHCID 131728372—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
Produkt7-trifluoromethyl-10H-benzo(4,5)furo(3,2-b)indole-1-carboxylic acidHCID 6844661064,4%

Reaktionsschritte

150 mg 6a was dissolved in ethanol (5.2 ml) and 2-hydrazino benzoic acid was dissolved in water (10.3 ml). These two homogenous mixtures were mixed together and stirred at room temperature for 4 hrs. Precipitation is filtered and first washed with water and then ethanol. The filtrate was put in vacuum oven for 4 hrs for complete evaporation. The mixture of 2-[N′-(6-trifluoromethyl-benzofuran-3-yl-idene)-hydrazino]-benzoic acid (120 mg), p-TsOH (1˜2 Eqv) and ethanol (5 ml) were refluxed for 30 hrs. Cooled to room temperature and evaporated in vacuo. Resulting mixture was purified by chromatography to afford compound 8 (CHCl3:MeOH=30:1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07812177B2
Quelldatensatzuspto-grants-2010_10
ORD IDord-c31527f520d649d58963ffdb40578fc3
Quellennotizuspto-grants-2010_10