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ChemicalBook CAS DataBase List 4-hydroxy-6-nitroquinolin-2(1H)-one

4-hydroxy-6-nitroquinolin-2(1H)-one synthesis

8synthesis methods
125600-42-2 Synthesis
2-ethynyl-4-nitroaniline

125600-42-2
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4-hydroxy-6-nitroquinolin-2(1H)-one

264260-06-2
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Yield:264260-06-2 80%

Reaction Conditions:

with 1,1,3,3-tetramethylguanidinium imidazolide;silver nitrate at 60; under 750.075 Torr; for 2 h;

Steps:

19

Weigh out 2-ethynyl-4-nitroaniline (1mmol), silver nitrate (0.02mmol) and [HTMG][Im] (3mmol) into a 20mL reaction tube, which is equipped with a stir bar and the reaction tube Placed on a magnetic stirrer, the mouth of the reaction tube is connected with a gas bag filled with carbon dioxide, and under the protection of the carbon dioxide bag (the CO2 pressure during the reaction is about 0.1 MPa), the reaction is stirred at 60°C for 2 hours. After the reaction is finished, cool to room temperature, add 10mL water, 1mol/L dilute nitric acid to adjust the pH to 6~7, precipitate a yellow solid, filter, wash with water (10mL×3), wash with methyl tert-butyl ether (10mL×3), and dry The target product 4-hydroxy-6-nitroquinoline-2(1H)-one was obtained with a yield of 80%.

References:

CN113416166,2021,A Location in patent:Paragraph 0076-0078