反応 #46392

反応方程式

sulphuric acid

N-(1,1-dioxo-2,3-dihydro-1H-1λ6-benzo[b]thiophen-5-yl)-2-[(E)-hydroxyimino]acetamide

→

desired compound

収率 52.5%

3,3-dioxo-1,2,3,6-tetrahydro-3λ6-thieno[3,2-e]indole-7,8-dione

収率 52.5%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   workup.ADDITIONAfter the addition
2. 2
   温度the reaction mixture was heated to 90° C.
3. 3
   温度to cool to RT
4. 4
   workup.STIRRINGbriefly stirred
5. 5
   その他After separation of the phases
6. 6
   その他the solid which formed
7. 7
   ろ過was filtered off with suction
8. 8
   洗浄washed with diethyl ether
9. 9
   その他dried in a drying oven at 50° C. overnight

実験手順

6.74 ml (126.38 mmol) of conc. sulphuric acid were introduced into a three-neck round-bottom flask with thermometer and high-efficiency condenser and heated to 70° C. 3.06 g (12.04 mmol) of N-(1,1-dioxo-2,3-dihydro-1H-1λ6-benzo[b]thiophen-5-yl)-2-[(E)-hydroxyimino]acetamide were then added in portions over the course of half an hour, during which the mixture became dark reddish brown in colour. After the addition was complete, the reaction mixture was heated to 90° C. and stirred at this temperature for one hour. For working up, the reaction mixture was allowed to cool to RT and was then added to a mixture of ice-water (110 ml) and ethyl acetate (25 ml) and briefly stirred. After separation of the phases, the solid which formed was filtered off with suction, washed with diethyl ether and dried in a drying oven at 50° C. overnight. 1.50 g of the desired compound were obtained.

出典