5-BROMO-1H-BENZIMIDAZOLE-2-AMINE

O. Step A5-bromo-N-(tert-butyl)- e-3-sulfonamide[00400] A deep brown solution of 4-bromo-1 , 2-benzenediamine (4 g, 21.39 mmol) in MeOH (20 mL) was treated with cyanic bromide (2.492 g, 23.52 mmol). The reaction was exothermic, and the methanol began to boil after a few seconds. After 5 minutes the reaction mixture was diluted with EtOAc (100 mL), washed with a sat. NaHC0EXAMPLE 157; Scheme for the synthesis of NGeneral procedure: To a solution of o-aminophenol (400 mg, 3.67 mmol) and NCTS (998 mg, 3.67 mmol) in THF (6 mL), 1 M LiHMDS in hexane (3.67 mL, 3.67 mmol) was added and stirred at 5 °C to r.t. for 1h. Then the reaction mixture was poured in ice water and stirred for 15 min. Then extracted with EtOAc, the organic layer was separated. The organic layer was washed with brine solution.Then organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to obtained pure 2-aminobenzaxozole in 90percent yield (471 mg).

Molecular Weight:212.05
XLogP3:1.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:210.97451
Monoisotopic Mass:210.97451
Topological Polar Surface Area:54.7
Heavy Atom Count:11
Complexity:153
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes