4,4'-dibroMobiphenyl-2,2'-diaMine

(2) Under a nitrogen atmosphere, Compound 2 (4.02 g, 10 mmol) was dissolved in 48 mL of ethanol and 30 mL of an aqueous solution, tin powder (5.94 g, 50 mmol) was slowly added with stirring and then heated at 70 ° C for 1 hour , The heating was stopped and the reaction flask was placed in an ice-water bath, and 2 mol / L aqueous sodium hydroxide solution was gradually added thereto until the reaction system became alkaline. Then extracted with dichloromethane, the organic phase was collected and dried over anhydrous sodium sulfate. The product was separated by silica gel column chromatography and separated in vacuo using petroleum ether and tetrahydrofuran (ν / ν, 20/1) as eluent to give a pale gray solid in 85percent yield using Compound B-2 (15g, 37.3mmol) dissolved in ethanol (200 ml) in, and adding 32percent (w/w) HCl aqueous solution (120 ml). At room temperature for 10 minutes by adding tin powder batches (17.6g, 147mmol), for 100 °C stirring 2 hours. After cooling at room temperature, the reaction mixture is added to ice water, the use of 20percent (w/w) NaOH aqueous solution (150 ml) to become alkaline. Diethyl ether for extraction, salt water (bryn) washing and drying. Recrystallization from ethanol to obtain compound B-3 (9.2g, 72percent).15 g (37.3 mmol) of Intermediate 4-1 was dissolved in 200 mL of ethanol, and 120 mL of a 32percent (w/w) HCl aqueous solution was added thereto. At room temperature, 17.6 g (147 mmol) of tin powder was added portionwise thereto and stirred at a temperature of about 100° C. for about 2 hours. The resulting mixture was cooled to room temperature, and then added to ice water. 150 mL of a 20percent (w/w) NaOH aqueous solution was added thereto to make the resultant solution to have a basic pH. An extraction process was performed thereon using diethyl ether, and then, the resultant was washed with brine, dried, and then recrystallized using ethanol, thereby producing 9.2 g (yield: 72percent) of Intermediate 4-2.15 g (37.3 mmol) of the compound B-2 was dissolved in 200 mL of ethanol and 120 mL of 32percent (w/w) HCl aqueous solution was added. The tin powder 17.6g (147mmol) was stirred for 10 min and portion-wise over 2 hours at 100 °C at room temperature. The reaction mixture was cooled to room temperature and poured into ice water. And made into a base state using 150 mL of 20percent (w/w) NaOH aqueous solution. The mixture was extracted with diethyl ether, washed with brine, dried and recrystallized from ethanol to obtain 9.2 g (72percent) of compound B-3.A solution of 2, 5-dibromonitrobenzene (4.5 g, 16 mmol)Dissolved in N'N-dimethylformamide, Copper powder (0.2 g, 3 mmol) was added, The reaction was stirred at reflux for 3 hours, After cooling, tin powder (0.2 g, 1.7 mmol) was added, Ice salt bath conditions add 10ml hydrochloric acid, Stirring for 6 hours, Vacuum drying evaporated solvent, The solid was then dissolved in ethyl acetate, stirred, Filtered, washed with saturated brine 3 times, the solvent was evaporated to dryness under vacuum steaming, Purification by silica gel column chromatography afforded solid compound 23a (4.65 g, 13 mmol)Yield 81percent.The 1, 4-dibromo-2-nitrobenzene (5.6g, 20 . 0mmol) dissolved in 50mlDMF in, adding copper powder (2.8g, 44 . 0mmol) heating to 120 °C, and reaction 3h. Reactant after cooling to room temperature, toluene extraction after filtering for, drying with anhydrous magnesium sulfate, after the recrystallization of the solid is dissolved in the mixed solution of HCl in ethanol and, by adding Sn powder (1.0g), the reactants are heated reflux 2h. After the reaction is ended to the reactant for adding ice water and NaOH and in solution. Dichloromethane is used for extraction and drying with anhydrous magnesium sulfate, through a silica gel chromatography column to purify get midbody 2-a (2.4g, yield 71percent)

Molecular Weight:342.03
XLogP3:3.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:341.91902
Monoisotopic Mass:339.92107
Topological Polar Surface Area:52
Heavy Atom Count:16
Complexity:213
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes