(3-Chloro-2-hydroxypropyl)trimethylammonium chloride → 2-Hydroxy-3-(9-oxo-9H-thioxanthen-2-yloxy)-N,N,N-trimethyl-1-propanaminium chloride

HRID 414338

Reaktionsgleichung

Reaktionsgleichung von HRID 414338
[Na].[OH:2][C:3]1[CH:16]=[CH:15][C:14]2[S:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:17])[C:5]=2[CH:4]=1.[Cl-].[Cl:19][CH2:20][CH:21]([OH:27])[CH2:22][N+:23]([CH3:26])([CH3:25])[CH3:24]>Cl.C(O)C>[Cl-:19].[OH:27][CH:21]([CH2:20][O:2][C:3]1[CH:16]=[CH:15][C:14]2[S:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:17])[C:5]=2[CH:4]=1)[CH2:22][N+:23]([CH3:26])([CH3:25])[CH3:24]

Komponenten

6

Edukt 3

HCID 18732(3-Chloro-2-hydroxypropyl)trimethylammonium chlorideHCID 5360545SodiumHCID 97945682-Hydroxy-9H-thioxanthen-9-one

Produkt 1

HCID 135936912-Hydroxy-3-(9-oxo-9H-thioxanthen-2-yloxy)-N,N,N-trimethyl-1-propanaminium chloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Sodium (1.36 g) was reacted with absolute ethanol (120 mls) and 2-hydroxy-thioxanthone (11.4 g) (prepared by a method analogous to that of H. Christopher and S. Smiles. J.C.S., 1911, 99, 2050-2051) was added. To the stirred refluxing mixture (3-chloro-2-hydroxypropyl)trimethyl ammonium chloride (10.7 g) was added and the mixture refluxed overnight. After adjusting the pH to ca. 4 via the addition of a few drops of 2N isopropanolic hydrogen chloride solution, hot filtration followed by ice bath cooling of the filtrate and filtration gave the crude title compound which was washed with methanol and vacuum dried.

Aufarbeitung

  1. customprepared by a method analogous to that of H
  2. addition, 1911, 99, 2050-2051) was added
  3. additionwas added
  4. temperaturethe mixture refluxed overnight
  5. customfollowed by ice bath
  6. temperaturecooling of the filtrate and filtration

Quellen und Nachweise

ORD-Eintrag
ord-f353a8dbe8964c8b95120697baa968ca
Quelldatensatz
uspto-grants-1988_12
Patentnummer
US04791213

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