合成路线1

Acetylation of substituted aniline (I) with acetic anhydride in refluxing acetic acid affords acetanilide (II), which is then nitrated with HNO3:H2SO4 to provide 2-nitro derivative (III). Hydrolysis of (III) in concentrated H2SO4 gives substituted 2-nitroaniline (IV), which is then subjected to diazotization with NaNO2 and HCl in H2O and then treated with NaN3 and sodium acetate in H2O to furnish 2-nitrophenyl azide derivative (V). Cyclocondensation of azide (V) in refluxing toluene yields benzofuroxane (VI), which in turn is subjected to Beirut reaction with malonitrile (VII) in DMF in the presence of Et3N to yield 3-amino-2-quinoxalinecarbonitrile 1,4-di-N-oxide (VIII). The amino group of (VIII) is replaced by chlorine by using tert-butyl nitrite in acetonitrile in the presence of copper (II) chloride to give compound (IX). Finally, the target compound is obtained by reaction of (IX) with 1-(4-nitro-phenyl)piperazine (X) in dichloromethane or CHCl3 in the presence of Na2CO3 or K2CO3.