Pyridine → HCID 20244935, Verbindung

HRID 482686Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 482686
Cl.[Cl:2][CH2:3][CH2:4][CH2:5][CH:6]1[C:18]2[NH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]=2[CH2:9][CH2:8][NH:7]1.[C:19](Cl)(=[O:21])[CH3:20].N1C=CC=CC=1>CN(C)C=O>[Cl:2][CH2:3][CH2:4][CH2:5][CH:6]1[C:18]2[NH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]=2[CH2:9][CH2:8][N:7]1[C:19](=[O:21])[CH3:20]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 202449631-(3'-Chloropropyl)-1,2,3,4-tetrahydro-beta-carboline hydrochloride

Produkt 1

HCID 20244935HCID 20244935, VerbindungAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

17.1 g (60 millimoles) of 1-(3'-chloropropyl)-1,2,3,4-tetrahydro-β-carboline hydrochloride were dissolved in 240 ml of dimethylformamide while heating, and the solution was then cooled to 5° C. in an ice bath. 11.5 g (150 millimoles) of acetyl chloride and immediately thereafter 23.7 g (300 millimoles) of pyridine were added dropwise to the thoroughly stirred solution, the temperature not rising above 5° C. during this operation. Thereafter, stirring was continued for a further 2 hours at this temperature, after which the reaction mixture was poured onto ice water. The precipitate was filtered off under suction and washed thoroughly with water. 16.9 g (97%) of crystals of melting point 166°-168° C. (ethanol) were isolated.

Aufarbeitung

  1. temperaturewhile heating
  2. customrising above 5° C. during this operation
  3. additionafter which the reaction mixture was poured onto ice water
  4. filtrationThe precipitate was filtered off under suction
  5. washwashed thoroughly with water

Quellen und Nachweise

ORD-Eintrag
ord-fae1199e07534854a328a17294b75794
Quelldatensatz
uspto-grants-1986_03
Patentnummer
US04575508

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