Identification | Back Directory | [Name]
2,4-Dichloropyridine-3-carboxaldehyde | [CAS]
134031-24-6 | [Synonyms]
EOS-61543 2,4-dichloronicotinaldehyde 2,4-Dichloro-3-formylpyridine 2,4-dichloronicotinaldehyde (en) 2,4-Dichloro-pyridin-3-carbaldehyde 2,4-DICHLOROPYRIDINE-3-CARBOXALDEHYDE 3-Pyridinecarboxaldehyde,2,4-dichloro 2,4-dichloro-3-pyridine Carboxaldehyde 2,4-Dichloropyridine-3-carboxaldehyde 97% 2,4-Dichloropyridine-3-carboxaldehyde ISO 9001:2015 REACH | [Molecular Formula]
C6H3Cl2NO | [MDL Number]
MFCD07437909 | [MOL File]
134031-24-6.mol | [Molecular Weight]
176 |
Chemical Properties | Back Directory | [Melting point ]
72-75℃ | [Boiling point ]
261.8±35.0 °C(Predicted) | [density ]
1.488±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
powder to crystal | [pka]
-1.17±0.10(Predicted) | [color ]
White to Orange to Green | [Sensitive ]
Air Sensitive | [InChI]
InChI=1S/C6H3Cl2NO/c7-5-1-2-9-6(8)4(5)3-10/h1-3H | [InChIKey]
GWBHJHIZHNTJLA-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=CC(Cl)=C1C=O |
Hazard Information | Back Directory | [Chemical Properties]
Yellow solid | [Synthesis]
To a solution of 2,4-dichloropyridine (2 g, 13.51 mmol) in tetrahydrofuran (20 mL) at -78° C added LDA in THF/heptane/ethylbenzene (2M, 8.11 mL, 16.22 mmol) and the solution was stirred for 30 min. DMF (10.46 mL, 135 mmol) was added and the solution was stirred for 1 h and then warmed RT. The reaction mixture was quenched with saturated NH4Cl solution and diluted with ethyl acetate (50 mL). The organic layer was washed with saturated NaHCO3 (2*10 mL), water (20 mL), dried over Na2SO4, and concentrated under reduced pressure to afford 2,4-dichloronicotinaldehyde (2 g, 11.36 mmol, 84% yield).  | [References]
[1] Tetrahedron Letters, 2011, vol. 52, # 4, p. 523 - 525 [2] Organic Process Research and Development, 2018, vol. 22, # 8, p. 978 - 990 [3] Patent: US2013/237555, 2013, A1. Location in patent: Paragraph 0273 [4] Patent: WO2015/38112, 2015, A1. Location in patent: Page/Page column 126 [5] Patent: WO2018/109050, 2018, A1. Location in patent: Paragraph 0286-0297 |
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