ChemicalBook > CAS DataBase List > 2,6-dichloro-4-iodopyridine

2,6-dichloro-4-iodopyridine

Product Name
2,6-dichloro-4-iodopyridine
CAS No.
98027-84-0
Chemical Name
2,6-dichloro-4-iodopyridine
Synonyms
2,6-Dichloro-4-iodopyridine;2,6-Dichloro-4-iodopyr;2,6-Dichloro-4-iodopyridine>Pyridine, 2,6-dichloro-4-iodo-;2 6-DICHLORO-4-IODOPYRIDINE 97;2,6-Dichloro-4-iodopyridine 97%;2 6-DICHLORO-4-IODOPYRIDINE 97 ISO 9001：2015 REACH
CBNumber
CB2498902
Molecular Formula
C5H2Cl2IN
Formula Weight
273.89
MOL File
98027-84-0.mol
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2,6-dichloro-4-iodopyridine Property

Melting point:
161-165 °C
Boiling point:
291.6±35.0 °C(Predicted)
Density 
2.129±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
form 
powder to crystaline
pka
-3.19±0.10(Predicted)
color 
White to Gray to Brown
Sensitive 
Light Sensitive
InChIKey
NGSKFMPSBUAUNE-UHFFFAOYSA-N
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Safety

Hazard Codes 
Xn
Risk Statements 
22-37/38-41-43
Safety Statements 
26-36-36/37/39
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
654078
Product name
2,6-Dichloro-4-iodopyridine
Purity
97%
Packaging
1g
Price
$34.1
Updated
2025/07/31
TCI Chemical
Product number
D4774
Product name
2,6-Dichloro-4-iodopyridine
Purity
>98.0%(GC)
Packaging
1g
Price
$65
Updated
2025/07/31
TCI Chemical
Product number
D4774
Product name
2,6-Dichloro-4-iodopyridine
Purity
>98.0%(GC)
Packaging
5g
Price
$220
Updated
2025/07/31
TRC
Product number
D435253
Product name
2,6-Dichloro-4-iodopyridine
Packaging
50mg
Price
$60
Updated
2021/12/16
Matrix Scientific
Product number
057340
Product name
2,6-Dichloro-4-iodopyridine
Purity
90%
Packaging
1g
Price
$14
Updated
2021/12/16
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2,6-dichloro-4-iodopyridine Chemical Properties,Usage,Production

Chemical Properties

Off-white powder

Uses

2,6-dichloro-4-iodopyridine has useful structural, electronic, and optical properties， can be used for polysubstituted pyridines.

Synthesis

2587-02-2

98027-84-0

The general procedure for the synthesis of 2,6-dichloro-4-iodopyridine from 4-amino-2,6-dichloropyridine is as follows: Reagents and conditions: a) n-BuLi, ArBr; ZnCl2; followed by addition of 2,6-dibromopyridine and catalyst Pd(PPh3)4 (95% yield). b) LiOH, THF/H2O (100% yield). c) (COCl)2; NaN3; TFA. d) K2CO3, CH3OH (78% yield). e) HCl, CH3CN, NaNO2; KI (52% yield). f) n-BuLi, ArBr; ZnCl2; followed by the addition of 13 and catalyst Pd(PPh3)4 (98% yield). g) ArB(OH)2, catalyst Pd2(dba)3, catalyst P(t-Bu)3, Cs2CO3 (82% yield);. h) Same as step f (71% yield). i) Same as step g (31% yield). j) n-BuLi, ArBr; ZnCl2; followed by addition of 12 (80% yield); and k) 2-aminophenol, EDCI (97% yield); l) 230°C (87% yield); n-BuLi, ArBr; ZnCl2; followed by 12 (80% yield) l) 230°C (87% yield). m) ArB(OH)2, catalyst Pd2(dba)3, catalyst [HP(t-Bu)3]BF4, Cs2CO3 (78% yield). The synthesis of 4 began with the pyridine derivative citric acid. Treatment with POCl3 at elevated temperatures afforded the corresponding 2,6-dichloroisonicotinoyl chloride. To facilitate purification, the reaction was quenched with methanol; after passing a silica plug to remove colored impurities, the methyl ester 1 was isolated in 76% yield. Saponification then provided acid 2 in quantitative yield without purification. Conversion to 3 was achieved by conversion to acyl azides, thermal Curtius rearrangement and hydrolysis of the resulting trifluoroacetamide to give 2,6-dichloro-4-aminopyridine (3) (Pfister, JR, Wymann, WE Synthesis 1983,38). Although this method for converting 2 to 3 is nominally a 3-step process, it requires only a single post-extraction treatment so that these steps can be performed in rapid succession. Direct conversion of 3 to 4 by diazotization and reaction with potassium iodide (which must be stirred in cold hydrochloric acid for 3 h prior to diazotization to obtain acceptable yields) provides 4 in reasonable yields and with excellent purity after grinding with acetone. This short reaction sequence permits the preparation of 4 in 35% overall yield, does not require chromatography except for a single filtration through a silicone plug, and permits the routine preparation of 5-10 g amounts of this intermediate. Unlike many 4-halopyridines, 4 is stable at room temperature for several months if protected from light.4 can be readily converted to the fluorophore of this invention.

References

[1] Organic Letters, 2001, vol. 3, # 26, p. 4263 - 4265
[2] Patent: WO2004/46103, 2004, A2. Location in patent: Page 33-34; 39-40
[3] Organic Letters, 2003, vol. 5, # 7, p. 967 - 970
[4] Roczniki Chemii, 1959, vol. 33, p. 387,392
[5] Chem.Abstr., 1959, p. 18954

2,6-dichloro-4-iodopyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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2,6-dichloro-4-iodopyridine Suppliers

Americas 1 China 175 Europe 1 France 1 India 12 Japan 1 Poland 1 Switzerland 1 The Netherlands 1 United Kingdom 3 United States 28 Global 225
GLR Innovations
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VASIN BIO LIFE SCIENCES PVT LTD
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View Lastest Price from 2,6-dichloro-4-iodopyridine manufacturers

Henan Fengda Chemical Co., Ltd
Product
2,6-Dichloro-4-iodopyridine 98027-84-0
Price
US $200.00-1.00/KG
Min. Order
1KG
Purity
99%, 99.5% Sublimated
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-31
Dideu Industries Group Limited
Product
2 6-DICHLORO-4-IODOPYRIDINE 97 98027-84-0
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons min
Release date
2021-09-01
Career Henan Chemical Co
Product
2 6-DICHLORO-4-IODOPYRIDINE 97 98027-84-0
Price
US $2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
customise
Release date
2018-08-09

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