4-AMINO-3-BROMO-2-CHLOROPYRIDINE
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4-AMINO-3-BROMO-2-CHLOROPYRIDINE
structure -
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CAS No:
215364-85-5
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Formula:
C5H4BrClN2
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Chemical Name:
4-AMINO-3-BROMO-2-CHLOROPYRIDINE
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Synonyms:
4-AMINO-3-BROMO-2-CHLOROPYRIDINE;3-Bromo-2-chloro-4-pyridinamine;4-AMino-3-broMo-2-chloropyridine, 97+%;3-broMo-2-chloropyridin-4-aMine;3-BroMo-2-chloro-pyridin-4-ylaMine;4-PyridinaMine,3-broMo-2-chloro-;SA037434
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CAS No:
4-AMINO-3-BROMO-2-CHLOROPYRIDINE Basic Attributes
207.45566
205.924637
1312995-182-4
DTXSID50652033
2933399090
Characteristics
38.9
1.8
1.8±0.1 g/cm3
150-151°
329ºC at 760 mmHg
152.8±26.5 °C
1.648
2-8°C
0.000183mmHg at 25°C
Safety Information
Ⅲ
IRRITANT
UN 2811 6.1 / PGIII
3
25-37/38-41
26-39-45
T
P261-P280-P301 + P310-P305 + P351 + P338
H301-H315-H318-H335
4-AMINO-3-BROMO-2-CHLOROPYRIDINE Use and Manufacturing
To a stirred solution of 2-chloropyridin-4-amine 17A (2 g, 15.56 mmol) in acetic acid (20 mL) was added NBS (2.77 g, 15.56 mmol) portion-wise at 00 C under nitrogen. Then reaction mixture was allowed to stir at room temperature for 1 h. The solvent was removed under reduced pressure, followed by azeotropic distillation with ethanol. The cmde compound was purified by silica gel chromatography (40 g RediSep® column, eluting with a gradient of 10-20 percent ethyl acetate in petroleum ether) to yield Compound 15B (2 g, 9.64 mmol, 62.0 percent yield) as a white solid. LCMS: m/z = 209.0 [M+Hf’; ret. time 0.84 mm; condition B.10879] To a solution of 2-chioro-4-amino-pyridine (5.00 g, 38.9 mmol) in acetic acid (50 mE) was added N-bromosuccinimide (7.61 g, 42.8 mmol) maintaining the temperature at rt by using an ice-bath. The mixture was stirred at rt overnight. The mixture was concentrated under vacuum with the help of toluene for azeotropic evaporation of the acid. The residuewas dried in high vacuum before it was purified by chromatography on silica gel (biotage, CyHex/EtOAc, 90:10 to 50:50) to give the product (3.80 g, 47percent) as a colourless solid
Computed Properties
Molecular Weight:207.45
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:205.92464
Monoisotopic Mass:205.92464
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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4-AMINO-3-BROMO-2-CHLOROPYRIDINE
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