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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 262157Erstellt: 24. Oktober 2026

Methyl iodide → 4-[[2-[(n-butylmethylamino)methyl]-1H-indol-3-yl]methyl]-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one

https://huagongshe.com/de/reaction/262157

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktSodium hydrideHCID 24758—
Edukt1H-Pyrazol-5-ol, 3-methyl-1-phenyl-HCID 70335—
EduktPyrazoloneHCID 11513733—
Edukt2-n-Butyl-1,2,3,4-tetrahydropyrrolo[3,4-b]indoleHCID 21320255—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-[[2-[(n-butylmethylamino)methyl]-1H-indol-3-yl]methyl]-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-oneHCID 70606689—

Reaktionsschritte

A solution of 2-n-Butyl-1,2,3,4-tetrahydropyrrolo[3,4-b]indole, 8.6 g., and methyl iodide, 2.6 ml. in dimethylformamide is stirred fifteen minutes, and then added all at once to a solution of the anion of the pyrazolone, prepared from 6.96 g. of 2-phenyl-5-methyl-3H-pyrazol-3-one and 2.0 g. fifty percent sodium hydride in dimethylformamide at 10°-20° C. The mixture is heated on a steam bath for one hour, then stirred at room temperature for sixteen hours. The reaction mixture is next poured into water, precipitating the product, 8.6 g., m.p. about 180°-200° with decomposition. Recrystallization from methanol gives 6.3 g., m.p. 195°-200° with decomposition.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04153711
Quelldatensatzuspto-grants-1979_05
ORD IDord-5242bf3ae1fa4368aaa68443bfd0a4f7
Quellennotizuspto-grants-1979_05