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Home > Encyclopedia > 2-BROMO-6-CHLORO-3-NITROPYRIDINE

2-BROMO-6-CHLORO-3-NITROPYRIDINE

2-BROMO-6-CHLORO-3-NITROPYRIDINE structure

2-BROMO-6-CHLORO-3-NITROPYRIDINE 

structure
  • CAS No:

    91678-23-8

  • Formula:

    C5H2BrClN2O2

  • Chemical Name:

    2-BROMO-6-CHLORO-3-NITROPYRIDINE

  • Synonyms:

    2-BROMO-6-CHLORO-3-NITROPYRIDINE;2-Bromo-3-nitro-6-chloropyridine;Pyridine, 2-bromo-6-chloro-3-nitro-;2-BROMO-6-CHLORO-3-NITRO-PYRIDINE;SCHEMBL3273393;CTK5H0312;KS-00000MWH;DTXSID70531639;2-Benzyloxy-pyridine-5-boronicacid;ANW-51799

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

2-BROMO-6-CHLORO-3-NITROPYRIDINE Basic Attributes

237.44

235.898804

DTXSID70531639

2933399090

Characteristics

58.7

2.7

1.9±0.1 g/cm3

277.2°C at 760 mmHg

121.5±25.9 °C

1.627

2-BROMO-6-CHLORO-3-NITROPYRIDINE Use and Manufacturing

t-Butyl nitrite (8.5 g, 82.43 mmol, 1.80 equiv) was added to a mixture of 6-chloro-3-nitropyridin-2-amine (8 g, 46.09 mmol, 1.00 equiv) and copper(II) bromide (12.3 g, 55.07 mmol, 1.20 equiv) in acetonitrile (120 mL, 2.28 mol) under nitrogen. t-Butyl nitrite (8.5 g, 82.43 mmol, 1.80 equiv) was added to a mixture of6-chloro-3-nitropyridin-2-amine (8 g, 46.09 mmol, 1.00 equiv) and copper(II) bromide (12.3 g, 55.07 mmol, 1.20 equiv) in acetonitrile (120 mL, 2.28 mol) under nitrogen. The resulting mixture was stilTed for 30 mm at 65 °C and partitioned between ethyl acetate and 2 M aqueous hydrochloric acid. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography eluting with ethylacetate/petroleum ether (1:5). This resulted in the title compound (8.2 g, 75percent) as a yellow solid.

Computed Properties

Molecular Weight:237.44
XLogP3:2.7
Hydrogen Bond Acceptor Count:3
Exact Mass:235.89882
Monoisotopic Mass:235.89882
Topological Polar Surface Area:58.7
Heavy Atom Count:11
Complexity:163
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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