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ChemicalBook CAS DataBase List 5-Nitroindazole
5401-94-5

5-Nitroindazole synthesis

7synthesis methods
-

Yield:5401-94-5 100%

Reaction Conditions:

with acetic acid;sodium nitrite in water at 0 - 20; for 72 h;

Steps:

Synthesis of 3-chloro-lH-indazol-5-amine (10):
To a solution of 2-m ethyl -4-nitroaniline (298 mg, 1.96 mmol), in acetic acid maintained at 0 °C was added dropwise sodium nitrite (135.2 mg, 1.96 mmol) dissolved in water. The reaction was stirred at room temperature for 72 h. The reaction mixture was concentrated on rotary evaporator and the residue was diluted with ethyl acetate and washed with saturated aqueous sodium bicarbonate solution and brine. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to yield 5-nitro-lH-indazole (6) in quantitative yield.

References:

RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY;FREUNDLICH, Joel S.;ALLAND, David;NEIDITCH, Matthew B.;KUMAR, Pradeep;CAPODAGLI, Glenn;AWASTHI, Divya;EKINS, Sean WO2019/46467, 2019, A1 Location in patent:Page/Page column 37-38

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