2-Bromo-3-nitrophenol

Preparation of 2-Bromo-3-nitro-phenol; 2-Amino-3-nitrophenol (commercially available) (24.6g, 160 mmol) is suspended in mixture of water (150 ml) and dioxane (75 ml). At 802-Amino-3-nitrophenol (24.6g, 160 mmol) is suspended in mixture of water (150 ml) and dioxane (75 ml). At 802-Amino-3-nitrophenol B1 (5 g; 32.4 MMOL) was dissolved in H20 (29.5 ML) and 1, 4- dioxane (14.7 mL). The mixture was heated to reflux and hydrobromic acid (48percent; 16.7 mL; 147 MMOL) was added dropwise over a period of 20 min. Upon completion of the addition, the reflux was maintained an additional 15 min. The reaction was cooled to 0 C (ice bath), and sodium nitrite (2.23 g; 32.3 MMOL) in H20 (20 mL) was added over a period of 30 min. The stirring was continued for 15 min at 0 C, then the mixture was transferred to a jacketed dropping FUNNEL (0 C) and added dropwise to a stirred mixture of Cu (I) Br (5.34 g; 37.2 MMOL) in H20 (29.5 mL) and HBr (48percent; 16.7 mL; 147 MMOL) at 0°C. The reaction was stirred for 15 min at 0°C, warmed to 60 C, stirred for an additional 15 min, cooled to room temperature, and left to stir overnight. The reaction mixture was transferred to a separatory funnel and extracted with ether (3x 150 mL). The organic layers were combined, washed with brine (1X), dried (Na2SO), filtered and concentrated to afford the crude product (7. 99 g) as a red-brown oil. The crude material was purified by flash column chromatography (1: 25 ultra pure silica gel, 230-400 mesh, 40-60 mm, 60 angstroms; CH2CL2AS the solvent) to afford pure 2-bromo-3-nitrophenol B2 (45percent; 3.16 g) as an orange-brown solid. MS 217. 8 (MH) . Homogeneity by HPLC (TFA) 220 nm: 97percent.Step A:; 2-Amino-3-nitrophenol 1b1 (5 g; 32.4 mmol) was dissolved in H2-Amino-3-nitrophenol 1b1 (5 g; 32.4 mmol) was dissolved in H2O (29.5 mL) and 1, 4-dioxane (14.7 mL). 2-Amino-3-nitrophenol 2b1 (5 g; 32.4 mmol) was dissolved in HEXAMPLE 2B; Synthesis of 2-bromo-3-methoxy aniline (2B4); Step A; 2-Amino-3-nitrophenol 2B1 (5 g; 32.4 mmol) was dissolved in HSSynthesis of 2-f2'-Nitro-6'-pyridin-4-yl-biphenyl-4-yloxymethyl)-αuinoline (Example 384)2-Bromo-3-nitrophenol Error. Objects cannot be created from editing field codes.BBrExample 48

Molecular Weight:218.00
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:216.93746
Monoisotopic Mass:216.93746
Topological Polar Surface Area:66
Heavy Atom Count:11
Complexity:158
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes