1-Amino-2,4-dibromonaphthalene

A mixed solution of 1-naphthylamine (286 mg, 2 mmol), potassium bromide (309 mg, 2.6 mmol), acetic acid 9 ml, water 1 ml, and dichloromethane 5 ml was sequentially charged into a three-necked flask equipped with a condenser and a thermometer, In a constant temperature heated magnetic stirring water bath, ZnAl-BrO3 - LDHs (3.6g, 3.6mmol) was slowly added within 15min. The reaction temperature was controlled at 25 . The reaction was followed for 5h and washed with sodium sulfite solution. Subsequent extraction with methylene chloride (3 x 10 ml), the organic phases were combined, and two spiked silica gel (200-300 mesh) was added to the methylene chloride phase. The organic solvent was distilled off under reduced pressure and the residue was purified by column chromatography Petroleum ether: ethyl acetate = 13: 1 as eluent) to give 566 mg of the desired product. Reddish brown solid, yield 94percent.To a solution of Br50.0 g (349 mmol) of naphthalene-1-amine and MC are added to the raw wood r.b.f and the temperature is lowered to 0 ° C. 130.5 g (733 mmol) of NBS was portionwise woven. Followed by stirring at 0 ° C for 2 hours.The mixture was extracted with NaHCO3 solution / MC and the organic layer was dried over MgSO4. After concentration, the product was purified by column chromatography (SiO2, hexane: MC = 3: 1)To thereby obtain objective compound 48-4 (55.0 g, 52percent).

Molecular Weight:300.98
XLogP3:3.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:300.89247
Monoisotopic Mass:298.89452
Topological Polar Surface Area:26
Heavy Atom Count:13
Complexity:186
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes