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Sodium sulfate decahydrate → 1-[5-Chloro-2-(methylsulfanyl)phenyl]methanamine hydrochloride

HRID 1015727
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1015727
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([S:16][CH3:17])=[C:12]([CH:15]=1)[C:13]#[N:14].O.O.O.O.O.O.O.O.O.O.[O-]S([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[ClH:7].[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([S:16][CH3:17])=[C:12]([CH2:13][NH2:14])[CH:15]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 598456935-Chloro-2-(methylthio)benzonitrile

Produkt 1

HCID 668779171-[5-Chloro-2-(methylsulfanyl)phenyl]methanamine hydrochlorideAusbeute 146,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

(Step 2) To a suspension of lithium aluminum hydride (1.41 g) in tetrahydrofuran (300 ml) was added 5-chloro-2-(methylsulfanyl)benzonitrile obtained in Step 1 (5.7 g) at 0° C. The mixture was stirred at room temperature for 3 hr, and treated with sodium sulfate 10 hydrate. The mixture was further stirred at room temperature for 1 hr, and the inorganic substance was filtered off through celite. The filtrate was concentrated under reduced pressure. The residue was dissolved in methanol, and 4N hydrogen chloride-ethyl acetate solution (10 ml) was added. The mixture was crystallized from methanol-ethyl acetate to give 1-[5-chloro-2-(methylsulfanyl)phenyl]methanamine hydrochloride (5.11 g).

Aufarbeitung

  1. stirringThe mixture was further stirred at room temperature for 1 hr
  2. filtrationthe inorganic substance was filtered off through celite
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in methanol
  5. addition4N hydrogen chloride-ethyl acetate solution (10 ml) was added
  6. customThe mixture was crystallized from methanol-ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-52739dbdb6c04d87b4a339e811a5a434
Quelldatensatz
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07985862B2

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