Identification | Back Directory | [Name]
2 6-DICHLOROPYRIDINE-3-CARBOXALDEHYDE | [CAS]
55304-73-9 | [Synonyms]
CML-018 2,6-Dichloronicotinaldehyde 2,6-Dichloropyridine-3-ca... 2,6- twochlorine sMokealdehyde 2,6-Dichloro-3-pyridinecarbaldehyde 2,6-Dichloropyridine-3-carbaldehyde 2,6-Dichloropyridin-3-carboxaldehyde 2,6-Dichloro-3-pyridinecarboxaldehyde 3-Pyridinecarboxaldehyde,2,6-dichloro-( 2,6-Dichloro-3-pyridinecarboxaldehyde> 2,6-Dichloropyridine-3-carboxaldehyde 97% 2 6-DICHLOROPYRIDINE-3-CARBOXALDEHYDE ISO 9001:2015 REACH 2,6-Dichloropyridine-3-carboxaldehyde,2,6-Dichloronicotinaldehyde 2,6-Dichloropyridine-3-carboxaldehyde, 2,6-Dichloro-3-formylpyridine | [Molecular Formula]
C6H3Cl2NO | [MDL Number]
MFCD07369746 | [MOL File]
55304-73-9.mol | [Molecular Weight]
176 |
Chemical Properties | Back Directory | [Melting point ]
74-75 °C(lit.)
| [Boiling point ]
95°C/3mmHg(lit.) | [density ]
1.488±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
powder to crystal | [pka]
-4.52±0.10(Predicted) | [color ]
White to Orange to Green | [InChI]
InChI=1S/C6H3Cl2NO/c7-5-2-1-4(3-10)6(8)9-5/h1-3H | [InChIKey]
HWTMRGXKSANEDO-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC(Cl)=CC=C1C=O |
Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 2,6-dichloro-3-pyridinecarboxaldehyde from 2,6-dichloro-3-hydroxymethylpyridine was as follows: to a solution of (2,6-dichloropyridin-3-yl)methanol (1.0 g, 5.62 mmol) in dichloromethane (10 ml) was added Dess-Martin reagent (4.8 g, 11.24 mmol) at 26 °C. After addition, the reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the reaction was quenched by addition of 5% Na2S2O3 aqueous solution and stirring was continued for 30 min. The reaction mixture was extracted with dichloromethane (2 x 30 ml). The organic layers were combined and washed sequentially with saturated Na2S2O3 solution (50 ml), brine (30 ml), dried over anhydrous Na2SO4, and concentrated under reduced pressure to afford the crude 2,6-dichloro-3-pyridinecarboxaldehyde (800 mg, 80% yield), which was used directly in the next step of the reaction. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 10.38 (s, 1H), 8.19 (d, J = 8.0Hz, 1H), 7.44 (d, J = 8.0Hz, 1H). | [References]
[1] Patent: WO2014/100695, 2014, A1. Location in patent: Paragraph 00409 [2] Journal of Organic Chemistry, 1982, vol. 47, # 14, p. 2800 - 2802 [3] Patent: WO2006/44454, 2006, A1. Location in patent: Page/Page column 62 [4] Patent: US3974166, 1976, A |
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