反応 #1198554

反応方程式

Ethyl ether

2-amino-6-trifluoromethoxybenzothiazole

1-chloro-2-phenylthioethane

sodium iodide

→

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

収率 33.1%

溶媒

methyl ethyl ketone

反応条件

後処理

1. 1
   温度The mixture is heated for 88 hours
2. 2
   その他the precipitate formed
3. 3
   ろ過is filtered off
4. 4
   workup.ADDITIONtreated with 1N sodium hydroxide (40 cc)
5. 5
   抽出extracted with ethyl ether (100 cc)
6. 6
   乾燥After 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
   その他The precipitate formed
10. 10
    ろ過is filtered off
11. 11
    その他recrystallized in 2-propanol (85 cc)

実験手順

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.

出典