3-chloro-5-nitro-aniline

The above product (0.50 g, 2.47 mmol) was refluxed 1 hr in 6 mL alcohol and 3 mL 20percent ammonium sulfide in H2O. Water was added and the product was filtered, dried and flash chromatographed on silica gel eluting with 10percent acetone-pet ether to obtain 3-chloro-5-nitroaniline (0.36 g, 84percent) as an orange powder.Example 883-Chloro-5-nitroaniline1-Chloro-3, 5-dinitrobenzene (512 mg, 2.5 mmol) was dissolved into EtOH (8 ml) with the aid of sonication. (NHTo a stirred solution of 1-chloro-3, 5-dinitrobenzene 8 (3.80 g, 19 mmol) in ethanol (60 mL) was added ammonium sulfide (20percent aqueous solution, 20 mL) and the mixture was heated at 80°C for lh. The mixture was then partitioned between water and ethyl acetate, the ethyl acetate layer was dried over anhydrous sodium sulfate, filtered and solvents evaporated to obtain a crude material, purification of which by flash chromatography on silica gel (using 40 g SNAP column and 30percent ethyl acetate in hexane as eluent) afforded 3-chloro-5-nitroaniline precursor-Olin 28percent yield as orange colored solid. MS: 171.02 (M+H).The above product (0.50 g, 2.47 mmol) was refluxed 1 hr in 6 mL alcohol and 3 mL 20percent ammonium sulfide in H2O. Water was added and the product was filtered, dried and flash chromatographed on silica gel eluting with 10percent acetone-pet ether to obtain 3-chloro-5-nitroaniline (0.36 g, 84percent) as an orange powder.Example 883-Chloro-5-nitroaniline1-Chloro-3, 5-dinitrobenzene (512 mg, 2.5 mmol) was dissolved into EtOH (8 ml) with the aid of sonication. (NHTo a stirred solution of 1-chloro-3, 5-dinitrobenzene 8 (3.80 g, 19 mmol) in ethanol (60 mL) was added ammonium sulfide (20percent aqueous solution, 20 mL) and the mixture was heated at 80°C for lh. The mixture was then partitioned between water and ethyl acetate, the ethyl acetate layer was dried over anhydrous sodium sulfate, filtered and solvents evaporated to obtain a crude material, purification of which by flash chromatography on silica gel (using 40 g SNAP column and 30percent ethyl acetate in hexane as eluent) afforded 3-chloro-5-nitroaniline precursor-Olin 28percent yield as orange colored solid. MS: 171.02 (M+H).

Molecular Weight:172.57
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:172.0039551
Monoisotopic Mass:172.0039551
Topological Polar Surface Area:71.8
Heavy Atom Count:11
Complexity:159
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes