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142266-62-4

142266-62-4 Structure

142266-62-4 Structure
IdentificationBack Directory
[Name]

2,5,6-trichloronicotinaMide
[CAS]

142266-62-4
[Synonyms]

2,5,6-trichloronicotinaMide
2,5,6-Trichloro-3-pyridinecarboxaMide
2,5,6-trichloropyridine-3-carboxamide
3-Pyridinecarboxamide, 2,5,6-trichloro-
[Molecular Formula]

C6H3Cl3N2O
[MDL Number]

MFCD22493418
[MOL File]

142266-62-4.mol
[Molecular Weight]

225.46
Chemical PropertiesBack Directory
[Boiling point ]

290.0±40.0 °C(Predicted)
[density ]

1.643±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

13.32±0.50(Predicted)
[Appearance]

White to off-white Solid
Spectrum DetailBack Directory
[Spectrum Detail]

2,5,6-trichloronicotinaMide(142266-62-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

2,5,6-trichloronicotinoyl chloride

58584-88-6

2,5,6-trichloronicotinaMide

142266-62-4

General procedure for the synthesis of 2,5,6-trichloropyridin-3-amide from 2,5,6-trichloronicotinoyl chloride: a solution of dioxane (20 ml) of 2,5,6-trichloronicotinoyl chloride (2.5 g, 10.2 mmol) was slowly added dropwise to 10 ml of ammonium hydroxide (28% NH3 aqueous solution) at 0 °C. After the dropwise addition, the reaction mixture was continued to be stirred at 0°C for 10 min. Subsequently, extraction was carried out with dichloromethane (3 x 50 ml). All organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 2,5,6-trichloropyridin-3-amide (2.3 g, 100% yield), which could be used in subsequent reactions without further purification.

[References]

[1] Patent: WO2006/82392, 2006, A1. Location in patent: Page/Page column 109
[2] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 6, p. 1793 - 1804
[3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 10, p. 2958 - 2961
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