Methyl iodide → 2-(methylthio)-1H-naphtho[2,3-d]imidazole

HRID 2051769Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2051769
[NH:1]1[C:5]2[CH:6]=[C:7]3[C:12](=[CH:13][C:4]=2[N:3]=[C:2]1[SH:14])[CH:11]=[CH:10][CH:9]=[CH:8]3.[OH-].[Na+].[CH3:17]I>C(O)C.O>[CH3:17][S:14][C:2]1[NH:3][C:4]2[CH:13]=[C:12]3[C:7](=[CH:6][C:5]=2[N:1]=1)[CH:8]=[CH:9][CH:10]=[CH:11]3

Komponenten

6

Edukt 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 1785277551H-benzo[f]benzimidazole-2-thiol

Produkt 1

HCID 128720792-(methylthio)-1H-naphtho[2,3-d]imidazoleAusbeute 122,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

20.0 g of 1H-naphth[2,3-d]imidazole-2-thiol and 4.0 g of sodium hydroxide were heated for 1 hour under reflux and in 150 ml of ethanol with 6.5 g of methyl iodide. The reaction solution was diluted with 500 ml of water and the precipitated product was suction filtered. Crystallisation from dioxane provided 12.0 g of 2-methylthio-1H-naphth[2,3-d]imidazole haing a m.p. of 242°-244°.

Aufarbeitung

  1. filtrationfiltered
  2. customCrystallisation from dioxane

Quellen und Nachweise

ORD-Eintrag
ord-c29e487f7c8c47c19a6b60ed76268379
Quelldatensatz
uspto-grants-1980_01
Patentnummer
US04182766

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