N,N-Diethyl-2-fluoro-4-nitroaniline synthesis

Yield:2689-37-4 99%

Reaction Conditions:

with triethylamine in ethyl acetate; for 0.5 h;

Steps:

8.1 [00276] Step 1) N,N-diethyl-2-fluoro-4-nitroaniline

To a solution of diethylamine (2.53 g, 34.59 mmol) and Et₃N (3.82 g, 37.75 mmol) in EtOAc (40 mL) was added 3,4-difluoronitrobenzene (5.00 g, 31.43 mmol) dropwise over a period of 30 min in an ice bath. Upon the end of addition the reaction was warmed to rt slowly, and solid was precipitated out. The mixture was filtered. The filter cake was washed with an appropriate amount of water, and dried in vacuo to obtain the 1^stcrop of product. The filtrate was extracted with EtOAc. The combined organic phases were dried over anhydrous Na₂S0₄and concentrated in vacuo to obtain the 2^ndcrop of product. The solids of 1^stcrop and 2^ndcrop were combined to give the title compound as a yellow solid (7.20 g, 99%).

References:

WO2014/12360,2014,A1 Location in patent:Paragraph 00275