3-Chloro-N,N-dimethyl-1-propanamine → 9-(3-Dimethylaminopropyl)-1-methyl-7,8,9,10-tetrahydrothieno[3,2-e]pyrido[4,3-b]indole

HRID 647944Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 647944
[CH3:1][C:2]1[C:6]2=[C:7]3[C:11](=[CH:12][CH:13]=[C:5]2[S:4][CH:3]=1)[NH:10][C:9]1[CH2:14][CH2:15][NH:16][CH2:17][C:8]3=1.[CH3:18][N:19]([CH3:24])[CH2:20][CH2:21][CH2:22]Cl>CN(C)C=O>[CH3:18][N:19]([CH3:24])[CH2:20][CH2:21][CH2:22][N:16]1[CH2:15][CH2:14][C:9]2[NH:10][C:11]3[C:7]([C:8]=2[CH2:17]1)=[C:6]1[C:2]([CH3:1])=[CH:3][S:4][C:5]1=[CH:13][CH:12]=3

Komponenten

4

Edukt 2

HCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 20484283HCID 20484283, Verbindung

Produkt 1

HCID 204843129-(3-Dimethylaminopropyl)-1-methyl-7,8,9,10-tetrahydrothieno[3,2-e]pyrido[4,3-b]indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

10 g of 1-methyl-7,8,9,10-tetrahydrothieno[3,2-e]pyrido[4,3-b]indole, dissolved in 200 ml of dimethylformamide at 90° C., are heated to 90° with a solution of 12 ml of 3-dimethylaminopropyl chloride in 50 ml of dimethylformamide for 3 hours. The reaction mixture is filtered, the filtrate is evaporated and the residue is taken up in chloroform. After washing with water and drying, the organic phase is concentrated, the residue is chromatographed on SiO2 with chloroform/methanol/NH4OH (7:3:0:1) and the product is recrystallised from isopropanol. Melting point: 184° C.

Aufarbeitung

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated
  3. washAfter washing with water
  4. customdrying
  5. concentrationthe organic phase is concentrated
  6. customthe residue is chromatographed on SiO2 with chloroform/methanol/NH4OH (7:3:0:1)
  7. customthe product is recrystallised from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-623cd7677ddf4e8fb8633c361bf4b97d
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04410536

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