2-nitro-3-(trifluoromethyl)aniline

Step 3: 2-Nitro-3-trifluoromethyl-phenylamine; To a solution of N-(2-nitro-3-trifluoromethyl-phenyl)-acetamide (0.9 g, 3.6 mmol) in ethanol (23 ml.) was added an aq. solution of 20percent aq. sodium hydroxide (4.5 ml.) and the mixture was heated to reflux for one hour. After completion of the the reaction, the reaction mixture was cooled to room temperature and the solvents were evaporated. The reaction mixture was then diluted with water (50 ml_), extracted with ethyl acetate (2X25 ml_). The combined organic layers were dried over sodium sulphate and concentrated to dryness to get the title compound as yellow solid (0.67 g, 95.54percent). 1H NMR (300 MHz, DMSOdStep 3: 2-Nitro-3-trifluoromethyl-phenylamine; To a solution of N-(2-nitro-3-trifluoromethyl-phenyl)-acetamide (0.9 g, 3.6 mmol) in ethanol (23 ml.) was added an aq. solution of 20% aq. sodium hydroxide (4.5 ml.) and the mixture was heated to reflux for one hour. After completion of the the reaction, the reaction mixture was cooled to room temperature and the solvents were evaporated. The reaction mixture was then diluted with water (50 ml_), extracted with ethyl acetate (2X25 ml_). The combined organic layers were dried over sodium sulphate and concentrated to dryness to get the title compound as yellow solid (0.67 g, 95.54%). 1H NMR (300 MHz, DMSOd6): delta (ppm) =7.4-7.3(m, 1 H) 7.3(d, J=12Hz, 1 H) 7.4-6.8(m, 1 H) 5.00(bs, 2H)Synthesis of (4-trifluoromethyl-1H-benzoimidazol-2-yl)-acetic Acid Lithium Salt Preparation I5, Step 1: N-(2-Nitro-3-trifluoromethyl-phenyl)-acetamide (Helvetica 1947, p.107) (3.6 g) was dissolved in EtOH and heated to 105 C. prior to the addition of 1N NaOH (60 ml) and 50% NaOH (10 ml). After 2.5 h, the reaction was cooled to rt and EtOAc was added. The organic layer was washed with water and brine. Then it was dried and concentrated to give a crude Step 4: 3-Trifluoromethyl-benzene-1, 2-diamine; A slurry of Preparation I5, Step 2: A portion (1.42 g) of this material was dissolved in MeOH (20 mL) prior to the addition of 10percent Pd/C (260 mg). The reaction was placed on a Parr apparatus under hydrogen at 60 psi for 3 h. The Pd/C was filtered off and solvent was concentrated to give 3-trifluoromethyl-benzene-1, 2-diamine (1.16 g): 1H NMR (CDCl3, delta ppm, 300 mHz) 3.40 (s, 2H), 3.94 (s, 2H), 6.70 (t, 1H), 6.85 (d, 1H), 7.02 (d, 1H).Step 1: A mixture of

Molecular Weight:206.12
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Exact Mass:206.03031189
Monoisotopic Mass:206.03031189
Topological Polar Surface Area:71.8
Heavy Atom Count:14
Complexity:226
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes