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HRID 490818Erstellt: 24. Oktober 2026

Malononitrile → 2-Amino-4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromene

https://huagongshe.com/de/reaction/490818

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMalononitrileHCID 8010—
EduktPiperidineHCID 8082—
Edukt3-Bromo-4,5-dimethoxybenzaldehydeHCID 81379—
Edukt4-Hydroxy-1-methylindoleHCID 15825739—
LösungsmittelEthanolHCID 702—
Produkt2-Amino-4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromeneHCID 993291566%

Reaktionsschritte

To a solution of 4-hydroxy-1-methyl-indole (132 mg, 0.90 mmol), 5-bromoveratraldehyde (220 mg, 0.90 mmol) and malononitrile (59.3 mg, 0.90 mmol) in ethanol (3 mL) was added piperidine (0.05 mL, 0.45 mmol). The solution was stirred at room temperature for 2 h and precipitates were observed. The precipitates were collected by filtration and dried to yield 260 mg (66%) of title compound as a white solid. 1H NMR (CDCl3): 7.07-7.02 (m, 2H), 6.91(d, J=2.1 Hz, 1H), 6.77-6.75 (m, 2H), 6.57 (dd, J=0.9 Hz, 1H), 4.78 (s, 1H), 4.70 (brs, 2H), 3.82 (s, 6H), 3.78 (s, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07528164B2
Quelldatensatzuspto-grants-2009_05
ORD IDord-6ee4917e5e4b46ee82f9243d2f45cbc2
Quellennotizuspto-grants-2009_05