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ChemicalBook CAS DataBase List 5-Aminofluorescein
3326-34-9

5-Aminofluorescein synthesis

7synthesis methods
The preparation of 5-aminofluorescein is carried out either by first saponification of 5-nitrofluorescein acetates with alcohol alkali, followed by reduction of the obtained 5-nitrofluorescein in a solution of alcohol alkali with hydrazine hydrate on a nickel catalyst to obtain 5-aminofluorescein , Or by boiling in an aqueous solution of sodium sulfide. The restoration of the nitro group and the saponification of acetates in the second case occurs in one stage.
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Yield:3326-34-9 94.5%

Reaction Conditions:

with Eaton′s Reagent at 97; for 3 h;Inert atmosphere;Temperature;

Steps:

1.2; 2.2; 3.2 Preparation of 5-aminofluorescein:

add 1.1 g (6.0 mmol) to the three-necked flask4-aminophthalic acid prepared in step (1), and then added 1.39 g in turn(12.6 mmol) resorcinol, 10 mL methanesulfonic acid, under argon,The reaction was carried out at 97 °C for 3 h, cooled to room temperature, and the resulting reaction solution was poured into 30 mL of ice water.The pH of the system was adjusted to 6 with 5 mol/L NaOH solution, and a reddish-brown solid was precipitated.After refrigerating at 5°C for 2 hours, no solid was precipitated, suction filtered, and the filter cake was washed with water until neutral.Vacuum dried to constant weight at 50°C to obtain 2.03 g of a tan solid,It is 5-aminofluorescein with a yield of 94.5%.

References:

CN115160283,2022,A Location in patent:Paragraph 0018-0023

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