Uses
ChemicalBook > CAS DataBase List > 2,4-Dichloro-3-iodopyridine

2,4-Dichloro-3-iodopyridine

Uses
Product Name
2,4-Dichloro-3-iodopyridine
CAS No.
343781-36-2
Chemical Name
2,4-Dichloro-3-iodopyridine
Synonyms
Pyridine, 2,4-dichloro-3-iodo-
CBNumber
CB21471058
Molecular Formula
C5H2Cl2IN
Formula Weight
273.89
MOL File
343781-36-2.mol
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2,4-Dichloro-3-iodopyridine Property

Melting point:
90-94 °C
Boiling point:
290.3±35.0 °C(Predicted)
Density 
2.129±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
form 
solid
pka
-1.17±0.10(Predicted)
Appearance
Off-white to light yellow Solid
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Safety

Hazard Codes 
Xn
Risk Statements 
22-41
Safety Statements 
26-39
RIDADR 
UN 2811
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
721069
Product name
2,4-Dichloro-3-iodopyridine
Purity
97%
Packaging
1g
Price
$52
Updated
2023/01/07
TRC
Product number
D435258
Product name
2,4-Dichloro-3-iodopyridine
Packaging
100mg
Price
$60
Updated
2021/12/16
TRC
Product number
D435258
Product name
2,4-Dichloro-3-iodopyridine
Packaging
500mg
Price
$110
Updated
2021/12/16
AK Scientific
Product number
W5591
Product name
2,4-Dichloro-3-iodopyridine
Packaging
5g
Price
$131
Updated
2021/12/16
Matrix Scientific
Product number
057338
Product name
2,4-Dichloro-3-iodopyridine
Purity
98%
Packaging
5g
Price
$84
Updated
2021/12/16
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2,4-Dichloro-3-iodopyridine Chemical Properties,Usage,Production

Uses

2,4-Dichloro-3-iodopyridine can be used as a pharmaceutical synthesis intermediate. It is prepared by reacting 2,4-dichloropyridine with n-butyllithium and iodine, and can be used to prepare another intermediate, 2,4-dichloro-3-trifluoromethylpyridine. It can also be obtained by iodination of 2,4-dichloropyridine or by chlorination of 2,4-dihydroxy-3-iodopyridine with phosphorus oxychloride.

Synthesis

26452-80-2

343781-36-2

General procedure for the synthesis of 2,4-dichloro-3-iodopyridine from 2,4-dichloropyridine: To a solution of anhydrous tetrahydrofuran (THF, 40 mL) of 2,4-dichloropyridine (5.2 g, 35.137 mmol) and N,N-diisopropylethylamine (DIPEA, 3.911 g, 38.651 mmol), the solution was cooled to -50 °C under nitrogen protection. At -78 °C, n-butyllithium (n-BuLi, 24.157 mL, 38.651 mmol, 1.6 M in hexane solution) was added dropwise. The reaction mixture was stirred at -78 °C for 45 min. Subsequently, a solution of iodine (9.81 g, 38.651 mmol) in anhydrous THF (20 mL) was added dropwise. The mixture was continued to be stirred at -78 °C for 1 hour. Upon completion of the reaction, the mixture was slowly warmed to room temperature, diluted with ethyl acetate (EtOAc) and the reaction was quenched with saturated aqueous ammonium chloride (NH4Cl) and saturated aqueous sodium thiosulfate (Na2S2O3). The organic layer was separated, the organic extracts were combined, washed with saturated aqueous sodium bicarbonate (NaHCO3), dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel as stationary phase, heptane/dichloromethane gradient elution, dichloromethane up to 20%). The fraction containing the target product was collected and concentrated under reduced pressure to afford the intermediate compound 2,4-dichloro-3-iodopyridine (D5, 7.8 g, 81% yield).

References

[1] European Journal of Organic Chemistry, 2001, # 7, p. 1371 - 1376
[2] Patent: WO2010/130422, 2010, A1. Location in patent: Page/Page column 53
[3] Patent: WO2010/130423, 2010, A1. Location in patent: Page/Page column 53
[4] Patent: WO2010/130424, 2010, A1. Location in patent: Page/Page column 104-105
[5] Patent: WO2012/62752, 2012, A1. Location in patent: Page/Page column 26

2,4-Dichloro-3-iodopyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2,4-Dichloro-3-iodopyridine manufacturers

Shaanxi Didu New Materials Co. Ltd
Product
2,4-Dichloro-3-iodopyridine 343781-36-2
Price
US $1.50/g
Min. Order
1g
Purity
99.0% Min
Supply Ability
100 Tons
Release date
2025-09-25
PNP Biotech Co. Ltd
Product
2,4-Dichloro-3-iodopyridine 343781-36-2
Price
US $0.00/kg
Min. Order
25kg
Purity
98%
Supply Ability
Inquiry
Release date
2023-07-17
Career Henan Chemical Co
Product
2,4-Dichloro-3-iodopyridine 343781-36-2
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
200KG
Release date
2018-12-19