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3,6-dichloropyridazin-4-amine

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3,6-dichloropyridazin-4-amine Basic information

Product Name:
3,6-dichloropyridazin-4-amine
Synonyms:
  • 3,6-dichloropyridazin-4-amine
  • 4-Amino-3,6-dihydropyridazine
  • 3,6-Dichloro-4-Pyridazinamine
  • 3,6-Dichloro-4-aMinopyridazine
  • 4-Amino-3,6-dichloropyridazine 98%
  • 4-AMino-3,6-dichloropyridazine
  • 4-AMino-3,6-dicholropyridazine
  • 4-PyridazinaMine, 3,6-dichloro-
CAS:
823-58-5
MF:
C4H3Cl2N3
MW:
163.99
Mol File:
823-58-5.mol
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3,6-dichloropyridazin-4-amine Chemical Properties

Melting point:
203 °C
Boiling point:
363.0±37.0 °C(Predicted)
Density 
1.606±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
solid
pka
2.08±0.10(Predicted)
color 
Yellow-brown
InChI
InChI=1S/C4H3Cl2N3/c5-3-1-2(7)4(6)9-8-3/h1H,(H2,7,8)
InChIKey
HODYDVHWWMTUEL-UHFFFAOYSA-N
SMILES
C1(Cl)=NN=C(Cl)C=C1N
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Safety Information

HS Code 
2933998090
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3,6-dichloropyridazin-4-amine Usage And Synthesis

Synthesis

6082-66-2

823-58-5

General procedure for the synthesis of 3,6-dichloropyridazin-4-amine from 3,4,6-trichloropyridazine: Example 24A: 3,4,6-Trichloropyridazine (25 g, 136 mmol) was added to a 500 mL stainless steel pressure flask containing 14.8 N ammonium hydroxide solution (200 mL). The reaction mixture was stirred at 75°C for 16 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the solid product was collected by filtration to afford 17 g (76% yield) of the target compound 3,6-dichloropyridazin-4-amine. The product characterization data were as follows: 1H NMR (400 MHz, DMSO-d6) δ ppm 7.16 (s, 2H), 6.82 (s, 1H); MS (ESI+) m/z 164 (M+H)+.

References

[1] Journal of Organic Chemistry, 2014, vol. 79, # 21, p. 10311 - 10322
[2] Patent: US2017/15675, 2017, A1. Location in patent: Paragraph 1001
[3] Patent: US2009/163489, 2009, A1. Location in patent: Page/Page column 51
[4] Patent: US2014/349990, 2014, A1. Location in patent: Paragraph 1051; 1052
[5] Patent: WO2014/191896, 2014, A1. Location in patent: Page/Page column 217; 218

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