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2-AMINO-3-CHLORO-5-NITROPYRIDINE

2-AMINO-3-CHLORO-5-NITROPYRIDINE structure

2-AMINO-3-CHLORO-5-NITROPYRIDINE 

structure
  • CAS No:

    22353-35-1

  • Formula:

    C5H4ClN3O2

  • Chemical Name:

    2-AMINO-3-CHLORO-5-NITROPYRIDINE

  • Synonyms:

    2-AMINO-3-CHLORO-5-NITROPYRIDINE;2-AMINO-3-CHLORO-5-NITROPYRIDINE, 95+%;3-chloro-5-nitropyridin-2-amine;3-Chloro-5-nitro-2-pyridinamine;Pyridine,2-amino-3-chloro-5-nitro- (6CI,8CI)

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

2-AMINO-3-CHLORO-5-NITROPYRIDINE Basic Attributes

173.56

172.999207

DTXSID90597171

2933399090

Characteristics

84.7

1

1.6±0.1 g/cm3

211-213℃

323.8°C at 760 mmHg

149.7±26.5 °C

1.658

0mmHg at 25°C

2-AMINO-3-CHLORO-5-NITROPYRIDINE Use and Manufacturing

Under an Ar atmosphere, N-chlorosuccinimide (0.53 g, 3.95 mmol) was added to a solution of compound 1 (0.50 g, 3.59 mmol) in anhydrous toluene (7.18 mL). The resulting reactionmixture was stirred at 80 C for 1 h. The reaction mixture wascooled to room temperature and 15 mL of H2O was added to thismixture. It was then extracted with EtOAc, washed with sat.NaHCO3 solution, brine, concentrated under vacuum, and purifiedby column chromatography (KANTO 60 N, Hex/EtOAc = 80/20 to60/40) to give a yellow solid 2a (0.40 g, 2.30 mmol, 64percent). 1HNMR (500 MHz, DMSO-d6) d (ppm) 8.84 (d, J = 2.5 Hz, 1H), 8.35(d, J = 2.5 Hz, 1H), 7.91 (brs, 1H). 13C NMR (125 MHz, DMSO-d6) d(ppm) 112.58, 132.14, 135.01, 145.25, 159.75. HRMS (ESI-TOF, m/z) Calcd. for C5H4ClN3O2Na [M+Na]+: 195.9884, 197.9856, Found:195.9878, 197.9847.

Computed Properties

Molecular Weight:173.56
XLogP3:1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:172.9992041
Monoisotopic Mass:172.9992041
Topological Polar Surface Area:84.7
Heavy Atom Count:11
Complexity:160
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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