2-Chloro-4-nitro-6-(trifluoromethyl)benzenamine

2-Chloro-4-nitro-6-trifluoromethylaniline; 4-Nitro-2-trifluoromethylaniline (15 g) and N-chlorosuccinimide (10.7 g) dissolved in acetonitril (100 ml) was heated to 150 0C for 15 minutes in a sealed microwave process vial. The reaction mixture was cooled to ambient temperature and poured into 5percent sodium hydroxide (500 ml) and ethylacetate (400 ml). After seperation the organic phase was dried (MgSO4), filtered and concentrated in vacuo, followed by purification by flash chromatography to furnish 17.0 g (97percent yield) of the title compound as a yellow solid. LC- MS (m/z) 240 (MH+); tR =4.76, (UV, ELSD) 97percent, 96percent. 1H NMR (500 MHz, DMSOd6): 7.15 (s, 2H), 8.15 (d, IH), 8.40 (d, IH).4-Nitro-2-trifluoromethyl-phenylamine (5.6 g) and N-chlorosuccinimide (4.0 g) were suspended in acetonitrile (15 mL) and heated to 150°C for 10 minutes in a sealed microwave process vial. Ethyl acetate (80 mL) was added and the organic phase was washed with 5percent aqueous NaOH (2x 50 mL), water (2x 50 mL) and brine (2x 50 mL). The organic phase was dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by flash chromatography to furnish 4.9 g (75percent yield) of the title compound as a yellow solid.'H NMR (500 MHz, CDC13) : 5.35 (b, 2H), 8. 35 (b, 1H), 8.37 (b, 1H).

Molecular Weight:240.57
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Exact Mass:239.9913396
Monoisotopic Mass:239.9913396
Topological Polar Surface Area:71.8
Heavy Atom Count:15
Complexity:256
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes