6-CHLORO-3-NITROPYRIDINE-2-CARBOXAMIDE
6-CHLORO-3-NITROPYRIDINE-2-CARBOXAMIDE Basic information
- Product Name:
- 6-CHLORO-3-NITROPYRIDINE-2-CARBOXAMIDE
- Synonyms:
-
- 6-CHLORO-3-NITROPYRIDINE-2-CARBOXAMIDE
- 2-CARBOXAMIDE-6-CHLORO-3-NITROPYRIDINE
- 6-chloro-3-nitro-2-PyridinecarboxaMide
- 6-Chloro-3-nitro-pyridine-2-carboxylic acid amide
- 2-Pyridinecarboxamide, 6-chloro-3-nitro-
- 6-chloro-3-nitropyridine formamide
- CAS:
- 171178-21-5
- MF:
- C6H4ClN3O3
- MW:
- 201.57
- Mol File:
- 171178-21-5.mol
6-CHLORO-3-NITROPYRIDINE-2-CARBOXAMIDE Chemical Properties
- Boiling point:
- 323.6±42.0 °C(Predicted)
- Density
- 1.610±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 13.58±0.50(Predicted)
- Appearance
- White to off-white Solid
6-CHLORO-3-NITROPYRIDINE-2-CARBOXAMIDE Usage And Synthesis
Synthesis
93683-65-9
171178-21-5
Step 2) Preparation of 6-chloro-3-nitropyridinecarboxamide: A mixture of 6-chloro-3-nitropyridinecarbonitrile (12 g, 65.4 mmol) and tin(II) chloride dihydrate (59 g, 262 mmol) in ethanol (144 mL) was heated to 85°C and the reaction was carried out for 3 hours. Upon completion of the reaction, the solution was concentrated under reduced pressure, diluted with the addition of water, followed by the slow addition of saturated aqueous sodium bicarbonate to adjust the pH to 8. The mixture was extracted several times with ethyl acetate, and the organic layers were combined and dried over anhydrous sodium sulfate. Finally, the organic layer was concentrated under reduced pressure to give 6-chloro-3-nitropyridinecarboxamide in quantitative yield.
References
[1] Patent: EP2273992, 2016, B1. Location in patent: Paragraph 0334; 0336
[2] Patent: WO2011/131741, 2011, A1. Location in patent: Page/Page column 80
[3] Patent: US2012/94976, 2012, A1. Location in patent: Page/Page column 48-49
[4] Journal of Medicinal Chemistry, 1996, vol. 39, # 9, p. 1823 - 1835
[5] Patent: US5654307, 1997, A
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