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2 6-Dichloropyridine-3-carboxaldehyde

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2 6-Dichloropyridine-3-carboxaldehyde Basic information
Product Name:2 6-Dichloropyridine-3-carboxaldehyde
Synonyms:2,6-Dichloro-3-pyridinecarbaldehyde;2,6-Dichloropyridin-3-carboxaldehyde;3-Pyridinecarboxaldehyde,2,6-dichloro-(;2,6-Dichloropyridine-3-carboxaldehyde,2,6-Dichloronicotinaldehyde;2,6-Dichloropyridine-3-ca...;2,6-Dichloropyridine-3-carboxaldehyde 97%;2,6- twochlorine sMokealdehyde;2,6-Dichloro-3-pyridinecarboxaldehyde
CAS:55304-73-9
MF:C6H3Cl2NO
MW:176
EINECS:
Product Categories:Alcohols and Derivatives;Heterocycles;pharmacetical;Pyridine;Aldehyde;Heterocycle-Pyridine series;Building Blocks
Mol File:55304-73-9.mol
2 6-Dichloropyridine-3-carboxaldehyde Structure
2 6-Dichloropyridine-3-carboxaldehyde Chemical Properties
Melting point 74-75 °C (lit.)
Boiling point 95°C/3mmHg(lit.)
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-4.52±0.10(Predicted)
color White to Orange to Green
InChIInChI=1S/C6H3Cl2NO/c7-5-2-1-4(3-10)6(8)9-5/h1-3H
InChIKeyHWTMRGXKSANEDO-UHFFFAOYSA-N
SMILESC1(Cl)=NC(Cl)=CC=C1C=O
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38-43
Safety Statements 26-36/37
RIDADR 2811
WGK Germany 3
HazardClass IRRITANT
PackingGroup Ⅲ
HS Code 2933399990
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3
MSDS Information
2 6-Dichloropyridine-3-carboxaldehyde Usage And Synthesis
Synthesis
(2,6-Dichloro-3-pyridinyl)methanol

55304-90-0

2 6-DICHLOROPYRIDINE-3-CARBOXALDEHYDE

55304-73-9

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
2 6-Dichloropyridine-3-carboxaldehyde Preparation Products And Raw materials
Raw materialsN,N-Dimethylformamide-->(2,6-Dichloro-3-pyridinyl)methanol-->2,6-Dichloropyridine-->N-Formylpiperidine-->Dess-Martin periodinane-->Dichloromethane
Preparation Products2,6-Dichloronicotinonitrile
Tag:2 6-Dichloropyridine-3-carboxaldehyde(55304-73-9) Related Product Information
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