ChemicalBook CAS DataBase List 2-FLUORO-N-METHYL-6-NITROANILINE

2-FLUORO-N-METHYL-6-NITROANILINE synthesis

4synthesis methods

Product Name:2-FLUORO-N-METHYL-6-NITROANILINE
CAS Number:182551-18-4
Molecular formula:C7H7FN2O2
Molecular Weight:170.14

6921-22-8 Synthesis

6921-22-8
165 suppliers
$26.00/1g

74-89-5 Synthesis

74-89-5
7 suppliers
$13.44/25ML

182551-18-4
24 suppliers
$55.00/250mg

Yield:182551-18-4 100%

Reaction Conditions:

with potassium carbonate in 1,4-dioxane;ethanol at 20;Inert atmosphere;

Steps:

Intermediate S5-A1 2-Fluoro-N-methyl-6-nitroaniline

[00279] To a stirred solution of 2,3-difluoronitrobenzene (3.45 ml_, 31.43 mmol) andpotassium carbonate (8.69 g, 62.86 mmol) in 1,4-dioxane (50 ml.) under nitrogen was addedmethylamine solution (33% w/w in EtOH) (6.87 ml_, 62.86 mmol) and the resulting mixture wasstirred at ambient temperature overnight. The reaction mixture was poured into EtOAc (250 mL) and water (250 ml_). The organic phase was collected and the aqueous extracted withEtOAc (250 mL). The combined organics were washed with water (200 mL), dried over sodiumsulfate and evaporated to dryness to yield 2-fluoro-N-methyl-6-nitro-aniline (5.40 g, 31.7mmol, quant.).[00280] 1H NMR (300MHz, DMSO-d6) 5 = 7.86 (dt, J = 1.6, 8.7 Hz, 1H), 7.75 (br. s.,1H), 7.44 (dddd, J= 0.8, 1.6, 7.9, 14.5 Hz, 1H), 6.70 - 6.62 (m, 1H), 3.11 (dd, J= 5.4, 7.7 Hz,3H)

References:

WO2016/97749,2016,A1 Location in patent:Paragraph 00279; 00280

17809-36-8 Synthesis