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2-Amino-3-hydroxy-5-chloropyridine

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2-Amino-3-hydroxy-5-chloropyridine Basic information

Product Name:
2-Amino-3-hydroxy-5-chloropyridine
Synonyms:
  • 2-Amino-3-hydroxy-5-chloropyridine
  • 2-amino-5-chloropyridin-3-ol
  • 2-anino-5-chloropyridin-3-ol
  • 2-Amino-5-chloro-3-hydroxypyridine
  • 2-Amino-5-chloro-3-hydroxypyridine 98%
  • 2-amino-5-chloro-3-pyridinol
  • 3-Pyridinol, 2-amino-5-chloro-
  • 2-Amino-3-hydroxy-5-chloropyridine ISO 9001:2015 REACH
CAS:
40966-87-8
MF:
C5H5ClN2O
MW:
144.56
Mol File:
40966-87-8.mol
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2-Amino-3-hydroxy-5-chloropyridine Chemical Properties

Melting point:
198-201℃
Boiling point:
383.7±42.0 °C(Predicted)
Density 
1.516
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
11.48±0.10(Predicted)
form 
solid
color 
Brown
InChI
InChI=1S/C5H5ClN2O/c6-3-1-4(9)5(7)8-2-3/h1-2,9H,(H2,7,8)
InChIKey
BMRXXBXPVJOAMM-UHFFFAOYSA-N
SMILES
C1(N)=NC=C(Cl)C=C1O
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-43
Safety Statements 
36/37
HS Code 
2933399990
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2-Amino-3-hydroxy-5-chloropyridine Usage And Synthesis

Synthesis

35570-68-4

40966-87-8

Example 2: Sodium hydroxide (355 g, 8.883 mol) and deionized water (3.5 L) were added to a 50 L single-necked round-bottomed flask equipped with a magnetic stirrer. After the sodium hydroxide was completely dissolved, 6-chloro-oxazolo[4,5-b]pyridin-2(3H)-one (3.14 g, 0.018 mol) was added to the reaction system and a reflux condenser was installed. The reaction mixture was heated to reflux for 10 hours. The completion of the reaction was confirmed by thin layer chromatography (TLC) and gas chromatography (GC) monitoring. The pH of the reaction mixture was adjusted to 8 with 12 mol/L hydrochloric acid solution, at which point a large amount of precipitate was generated. The reaction mixture was filtered and the filter cake was washed with deionized water (400 mL) and dried to give the target product 2-amino-3-hydroxy-5-chloropyridine (420 g, 98% yield), which was analyzed by GC to be 97.9% pure. The melting point of the product was measured to be 197°C~202°C (literature value: 198°C~201°C).

References

[1] Patent: WO2018/37223, 2018, A1. Location in patent: Page/Page column 222; 223
[2] Patent: CN103755627, 2016, B. Location in patent: Paragraph 0024

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