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Home > Encyclopedia > 2-Chloro-5-iodo-3-pyridinamine

2-Chloro-5-iodo-3-pyridinamine

2-Chloro-5-iodo-3-pyridinamine structure

2-Chloro-5-iodo-3-pyridinamine 

structure
  • CAS No:

    426463-09-4

  • Formula:

    C5H4ClIN2

  • Chemical Name:

    2-Chloro-5-iodo-3-pyridinamine

  • Synonyms:

    3-Pyridinamine,2-chloro-5-iodo-;2-Chloro-5-iodo-3-pyridinamine;2-Chloro-5-iodo-pyridin-3-ylamine;3-Amino-2-chloro-5-iodopyridine

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

2-Chloro-5-iodo-3-pyridinamine Basic Attributes

254.46

254.46

DTXSID20363841

Characteristics

38.9

1.8

2.1±0.1 g/cm3

128-133°C

352.5°C at 760 mmHg

167.0±27.9 °C

1.708

Safety Information

NONH for all modes of transport

3

22-41

26-39

Xn

P280-P305 + P351 + P338

H302-H318

2-Chloro-5-iodo-3-pyridinamine Use and Manufacturing

5-Iodo-3-amino-2-chloropyridine 5-Iodo-3-amino-2-chloropyridine 5-Iodo-3-amino-2-chloropyridine 5-iodo-3-nitro-2-chloropyridine (230 mg, 0.809 mmol), ethanol (1 mL), water (6 drops), and concentrated HCl (0.020 mL) were stirred at room temperature for 10 min. Iron (500 mg, 8.95 mmol) was then added in small portions and the reaction round bottom flask was placed into a 100 C. oil bath for 20 min. The iron was removed by filtration, washed with ethanol, then the combined ethanol layers were concentrated under reduced pressure. The crude residue was purified by flash chromatography using 9:1 hexane: ethyl acetate to give 5-iodo-3-amino-2-chloropyridine (190 mg, 92%) as a colorless solid. mp 129 C.; 1H NMR (CDCl3) delta (ppm) 4.15 (br s, 2H), 7.34 (d, J=2.0 Hz, 1H), 7.96 (d, J=2.0 Hz, 1H); 13C NMR (CDCl3) delta (ppm) 91.41, 129.67, 136.31, 140.77, 143.90. Analytical Calculated for C5H4N2lCl: C, 23.60; H, 1.58; N, 11.01; Found: C, 23-66; H, 1.52; N, 10.98.

Computed Properties

Molecular Weight:254.45
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:253.91077
Monoisotopic Mass:253.91077
Topological Polar Surface Area:38.9
Heavy Atom Count:9
Complexity:101
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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