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ChemicalBook CAS DataBase List 2-AMINO-6-FLUORO-3-NITROTOLUENE

2-AMINO-6-FLUORO-3-NITROTOLUENE synthesis

4synthesis methods
79562-49-5 Synthesis
1,3-difluoro-2-methyl-4-nitrobenzene

79562-49-5
78 suppliers
$19.53/250mg

2-AMINO-6-FLUORO-3-NITROTOLUENE

485832-96-0
90 suppliers
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Yield:485832-96-0 61%

Reaction Conditions:

with ammonium hydroxide in tetrahydrofuran at 22; for 16 h;Inert atmosphere;

Steps:

139 Preparation 139: 3-fluoro-2-methyl-6-nitroaniline

A solution of 1 ,3-difluoro-2-methyl-4-nitrobenzene (5 g, 28.9 mmol) in THF (100 ml_) at 20 °C was treated with conc. NH4OH (100 ml_). The mixture was stirred at RT for 16 h. The mixture was extracted with EtOAc (2 x 200 ml_). The combined organic layers were dried (Na2SO4), filtered and concentrated. The crude material was purified by chromatography (silica, EtOAc/PE = 0-15%) to give the title compound (3 g, 61%).1H NMR (400 MHz, CDCl3) d 8.07 (dd, 1 H), 6.46 (dd, 1 H), 6.32 (s, 2H), 2.13 (d, 3H).

References:

WO2021/124155,2021,A1 Location in patent:Page/Page column 53; 122-123

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