1-Bromo-5-fluoro-2-methyl-3-nitrobenzene

Step 23a: 3-Bromo-5-fluoro-2-methylbenzenamine (Compound 0104-69)To a solution of 4-fluoro-2-nitrotoluene (10.0 g, 64.4 mmol) in trifluoroacetic acid (40 mL) was added con. sulfuric acid (12.5 mL) followed by NBS (17.2 g, 96.6 mmol) and the reaction mixture was stirred at room temperature for 16 h. Then the reaction mixture was poured into ice and water and stirred for 15 min. Extracted with ethyl acetate and the organic layer was washed with brine, dried, concentrated to get compound l-bromo-5- fluoro-2-methyl-3 -nitrobenzene (15.0 g, 100percent) as a yellow oil. 1H NMR (400 MHz, OMSO-dStep 23a: 3-Bromo-5-fluoro-2-methylbenzenamine (Compound 0104-69)[0280]To a solution of 4-fluoro-2-nitrotoluene (10.0 g, 64.4 mmol) in trifluoroacetic acid (40 mL) was added con. sulfuric acid (12.5 mL) followed by NBS (17.2 g, 96.6 mmol) and the reaction mixture was stirred at room temperature for 16 h. Then the reaction mixture was poured into ice and water and stirred for 15 min. Extracted with ethyl acetate and the organic layer was washed with brine, dried, concentrated to get compound 1-bromo-5-fluoro-2-methyl-3-nitrobenzene (15.0 g, 100percent) as a yellow oil. Solution of trifluoroacetic acid (40 mL) of 4-fluoro-2-nitrotoluene (10.0g, 64.4mmol)To, after addition of concentrated sulfuric acid (12.5 mL), was added NBS (17.2g, 96.6mmol), the reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was then poured into ice water, and the mixture was stirred for 15 minutes. And extracted with ethyl acetate, the organic layer was washed with brine, dried and concentrated to give compound 1-bromo-5-fluoro-2-methyl-3- nitrobenzene (15.0g, 100percent) as a yellow oil .Reference l-Bromo-5-fluoro-2-methyl-3-nitro-benzene; Prepared according to the method used in the preparation of 3-bromo-4-iV, JV- trimethyl-5-nitro-benzenesulfonamide using 4-fluoro-l-methyl-2-nitro-benzene in place of 4-iV, iV-trimethyl-3-nitro-benzenesulfonamide. The title compound was obtained as a yellow solid (68.0 g, 79 percent).NMR δTo a solution of 4-fluoro-2-nitrotoluene (10.0 g, 64.4 mmol) in trifluoroacetic acid (40 mL) was added concentrated sulfuric acid (12.5 mL) followed by N-bromosuccinimide (17.2 g, 96.6 mmol) and the reaction mixture was stirred at RT for 16 h. The reaction mixture was then poured onto ice and water and stirred for 15 min. The product was then extracted into ethyl acetate and the organic layer washed with brine, dried over MgSOTo a solution of 4-fluoro-2-nitrotoluene (10.0 g, 64.4 mmol) in trifluoroacetic acid (40 mL) was added concentrated sulfuric acid (12.5 mL) followed by iV-bromosuccinimide (17.2 g, 96.6 mmol) and the reaction mixture was stirred at RT for 16 h. The reaction mixture was then poured onto ice and water and stirred for 15 min. The product was then extracted into EtOAc and the organic layer washed with brine, dried (MgSOTo a solution of 4-fluoro-2-nitrotoluene (10.0 g, 64.4 mmol) in trifiuoroacetic acid (40 mL) was added concentrated sulfuric acid (12.5 mL) followed by N-bromosuccinimide (17.2 g, 96.6 mmol) and the reaction mixture was stirred at RT for 16 h. The reaction mixture was then poured onto ice and water and stirred for 15 min. The product was then extracted into EtOAc and the organic layer washed with brine, dried (MgSO

Molecular Weight:234.02
XLogP3:2.9
Hydrogen Bond Acceptor Count:3
Exact Mass:232.94877
Monoisotopic Mass:232.94877
Topological Polar Surface Area:45.8
Heavy Atom Count:12
Complexity:185
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes