Reaktion #1198554

Reaktionsgleichung

Ethyl ether

2-amino-6-trifluoromethoxybenzothiazole

1-chloro-2-phenylthioethane

sodium iodide

→

2-Imino-3-(2-phenylthioethyl)-6 -trifluoromethoxybenzothiazoline hydrochloride

Ausbeute 33.1%

Lösungsmittel

methyl ethyl ketone

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture is heated for 88 hours
2. 2
   Sonstigethe precipitate formed
3. 3
   Filtrationis filtered off
4. 4
   workup.ADDITIONtreated with 1N sodium hydroxide (40 cc)
5. 5
   Extraktionextracted with ethyl ether (100 cc)
6. 6
   TrocknenAfter drying over magnesium sulphate and filtration, ethyl acetate (150 cc)
7. 7
   workup.ADDITIONis added to the filtrate, which
8. 8
   workup.ADDITIONis treated with 4N ethereal hydrogen chloride (10 cc)
9. 9
   SonstigeThe precipitate formed
10. 10
    Filtrationis filtered off
11. 11
    Sonstigerecrystallized in 2-propanol (85 cc)

Vorschrift

The procedure is as in Example 21, starting with 2-amino-6-trifluoromethoxybenzothiazole (9.4 g), 1-chloro-2-phenylthioethane (13.8 g) and sodium iodide (13.5 g) in methyl ethyl ketone (30 cc). The mixture is heated for 88 hours to boiling and then cooled to a temperature in the region of 20° C. Ethyl ether (250 cc) is added to the reaction medium and the precipitate formed is filtered off. The solid is suspended in distilled water (250 cc), treated with 1N sodium hydroxide (40 cc) and then extracted with ethyl ether (100 cc). After drying over magnesium sulphate and filtration, ethyl acetate (150 cc) is added to the filtrate, which is treated with 4N ethereal hydrogen chloride (10 cc). The precipitate formed is filtered off and recrystallized in 2-propanol (85 cc). 2-Imino-3-(2-phenylthioethyl)-6 -trifluoromethoxybenzothiazoline hydrochloride (5.4 g), m.p. 174° C., is obtained.

Quelle