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1,3-Cyclohexanedione → 3-Ethyl-2-methyl-1,5,6,7-tetrahydroindol-4-one

HRID 1851645
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1851645
[CH3:1][C:2](=[N:7]O)[C:3](=O)[CH2:4][CH3:5].[C:9]1(=[O:16])[CH2:14][CH2:13][CH2:12][C:11](=O)[CH2:10]1>>[CH3:1][C:2]1[NH:7][C:11]2[CH2:12][CH2:13][CH2:14][C:9](=[O:16])[C:10]=2[C:3]=1[CH2:4][CH3:5]
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Komponenten

3

Edukt 2

HCID 104341,3-CyclohexanedioneHCID 67974532,3-Pentanedione, 2-oxime

Produkt 1

HCID 802043-Ethyl-2-methyl-1,5,6,7-tetrahydroindol-4-one

Versuchsvorschrift

For the sake of convenience and without putting any limitations thereof, the methods of manufacture of molindone have been separated into several independent steps, each independent step being disclosed herein in a multiplicity of non-limiting and independent embodiments. These independent steps comprise steps 1-3 and optional steps 4 and 5, wherein in the 1st step 2,3-pentadione is reacted with hydroxylamine hydrochloride to produce 2,3-pentanedione-2-oxime (SUMO-1); in the 2nd step 2,3-pentanedione-2-oxime and 1,3-cyclohexanedione are reacted to produce 2-methyl-3-ethyl-4-oxo-4,5,6,7-tetrahydroindole (SUMO-2); and in the 3rd step 2-methyl-3-ethyl-4-oxo-4,5,6,7-tetrahydroindole reacts with bismorpholinomethane to produce molindone (SUMO-3). In the 4th step molindone is converted into a molindone salt; and in the 5th step the molindone salt is purified/recrystallized, and various polymorphic forms of the molindone salt are prepared.

Quellen und Nachweise

ORD-Eintrag
ord-7f3f56905b4843fa9d5cd8c7c1c60c80
Quelldatensatz
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08957206B2

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