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ChemicalBook CAS DataBase List 7-Fluoroisatin
317-20-4

7-Fluoroisatin synthesis

6synthesis methods
N-(2-fluorophenyl)-2-(hydroxyimino)acetamide

349-24-6

7-Fluoroisatin

317-20-4

Step 2: 7-fluoroindoline-2,3-dione N-(2-fluorophenyl)-2-(hydroxyimino)acetamide (30 g, 164.84 mmol) was dissolved in concentrated sulfuric acid (100 mL), and the reaction was stirred at 80 °C for 2 hours. Upon completion of the reaction, the mixture was slowly poured into an ice-water mixture, and the precipitated brick-red solid was collected by filtration and dried to give 25 g of 7-fluorodihydroindole-2,3-dione in 90% yield. The product was analyzed by LCMS to confirm that the molecular ion peak was 166 (M + H)+.

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Yield:317-20-4 98.6%

Reaction Conditions:

with sulfuric acid at 65 - 80; for 0.666667 h;

Steps:

1
In a 250 mL four-necked flask,20 g (0.11 mol) of N- (2-fluorophenyl) -2-isonitrosonanilide were added portionwise to 100 mL of concentrated sulfuric acid,Feeding process temperature does not exceed 65 ,Feeding complete,The temperature was raised to 80 ° C and the reaction was stirred for about 40 minutes.Reaction completed,The reaction solution was quenched with vigorous stirring into 500 mL of crushed ice,After stirring for 1 hour,filter,dry,Recrystallization from ethyl acetate / petroleum ether gave 16.78 g of 7-fluoroisatin as a yellow solid (yield 98.6%).

References:

Changzhou Vocational Institute of Engineering;Liu, Changchun;Cheng, Jin;Liu, Chengxian;Jiang, Ruoyu;Xu, Jin;Xue, Xuming;Zhou, Dongdong CN105732462, 2016, A Location in patent:Paragraph 0018

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