반응 #46392

반응 방정식

sulphuric acid

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

→

desired compound

수율 52.5%

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

수율 52.5%

용매

ethyl acetate

반응 조건

후처리

1. 1
   workup.ADDITIONAfter the addition
2. 2
   온도the reaction mixture was heated to 90° C.
3. 3
   온도to cool to RT
4. 4
   workup.STIRRINGbriefly stirred
5. 5
   기타After separation of the phases
6. 6
   기타the solid which formed
7. 7
   여과was filtered off with suction
8. 8
   세척washed with diethyl ether
9. 9
   기타dried in a drying oven at 50° C. overnight

실험 절차

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.

출처