6-BROMO-2-METHYLBENZODOXAZOLE

2-Amino-5-bromophenol (561 mg, 3.00 mmol)Was added to triethyl orthoacetate (656 μL, 3.6 mmol), 1, 3-Dibromo-5, 5-dimethylhydantoin (17.2 mg, 6.00 × 10 -2 mmol) was added, And the mixture was stirred at room temperature for 10 minutes.And extracted with ethyl acetate (50 mL × 2).The organic layer was washed with saturated brine, After dehydration with anhydrous magnesium sulfate, The solvent was distilled off under reduced pressure, The residue was subjected to silica gel column chromatography using ethyl acetate / hexane (1/4 (volume ratio)) as an elution solvent, Compound 16 was obtained in a yield of 560 mg (88.5percent).To 2-amino-5- bromophenol ( l .OOg, 5.32 mmol) , acetic acid ((0.006 ml) and triethylorthoacetate ( 1.75 ml, 9.58 mmol) were added and refluxed for 3o min. The reaction mixture was quenched with water, extracted with ethyl acetate, dried over sodium sulphate and concentrated. The crude product was column chromatographed with ethyl acetate : petroleum ether to afford the title compound as a orange solid ((0.756 g, 65percent). -NMR (δ ppm, CDC1Intermediate 126To an AcOH (1.521 μl, 0.027 mmol) were added 2-amino-5-bromophenol 23 (500 mg, 2.66 mmol) and 1, 1, 1-trimethoxyethane (600 μl, 4.79 mmol), then the reaction mixture was refluxed for 30 minutes. To the reaction solution was added water, then the reaction solution was extracted with ethyl acetate. The extraction was washed with brine and dried over magnesium sulfate. The solvent was removed under reduced pressure. The obtained residue was purified by column chromatography to give Compound 24 (481 mg, 85percent).Compound 24;

Molecular Weight:212.04
XLogP3:2.9
Hydrogen Bond Acceptor Count:2
Exact Mass:210.96328
Monoisotopic Mass:210.96328
Topological Polar Surface Area:26
Heavy Atom Count:11
Complexity:153
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes