反応 #53427

反応方程式

water

(2,4-dinitro-phenylsulfanyl)-acetic acid ethyl ester

→

6-amino-4H-benzo[1,4]thiazin-3-one

溶媒

acetic acid

acetic acid

ethyl acetate

反応条件

後処理

1. 1
   その他was prepared in a 500 mL 3-necked round bottom flask
2. 2
   その他equipped with a dropping funnel and an overhead stirrer
3. 3
   workup.ADDITIONAfter addition the dropping funnel
4. 4
   その他was replaced with a condenser
5. 5
   ろ過The mixture was filtered through Celite
6. 6
   洗浄the Celite washed with ethyl acetate and water
7. 7
   その他The layers were separated in a separatory funnel
8. 8
   抽出the aqueous layer extracted twice with ethyl acetate
9. 9
   洗浄The organic layers were washed with water, twice with saturated sodium bicarbonate
10. 10
    乾燥dried over magnesium sulfate
11. 11
    ろ過filtered
12. 12
    その他evaporated under vacuum

実験手順

A mixture of iron (30.2 g, 540 mmol), glacial acetic acid (2 mL), and water (40 mL) was prepared in a 500 mL 3-necked round bottom flask equipped with a dropping funnel and an overhead stirrer. A solution of (2,4-dinitro-phenylsulfanyl)-acetic acid ethyl ester (11.79 g, 41.2 mmol) in glacial acetic acid (40 mL) and ethyl acetate (40 mL) was added dropwise. After addition the dropping funnel was replaced with a condenser and the solution heated at 80° C. for 3.5 hrs, then allowed to stir overnight at room temperature. The mixture was filtered through Celite and the Celite washed with ethyl acetate and water. The layers were separated in a separatory funnel and the aqueous layer extracted twice with ethyl acetate. The organic layers were washed with water, twice with saturated sodium bicarbonate, then dried over magnesium sulfate, filtered, and evaporated under vacuum to yield a 6-amino-4H-benzo[1,4]thiazin-3-one as a brown solid.

出典