ChemicalBook > CAS DataBase List > 2,5-DICHLORO-4-FORMYLPYRIDINE

2,5-DICHLORO-4-FORMYLPYRIDINE

Product Name
2,5-DICHLORO-4-FORMYLPYRIDINE
CAS No.
102645-33-0
Chemical Name
2,5-DICHLORO-4-FORMYLPYRIDINE
Synonyms
2,5-DICHLORO-4-FORMY;2,5-DICHLORO-4-FORMYLPYRIDINE;2,5-Dichloroisonicotinaldehyde 97%;2,5-Dichloro-4-pyridinecarbaldehyde;2,5-dichloropyridine-4-carbaldehyde;2,5-DICHLOROPYRIDINE-4-CARBOXALDEHYDE;2,5-dichloro-4-pyridinecarboxaldehyde;4-Pyridinecarboxaldehyde, 2,5-dichloro-;2,5-dichloro-3-forMylpyridine-4-carboxylic acid;2,5-DICHLORO-4-FORMYLPYRIDINE ISO 9001:2015 REACH
CBNumber
CB4771296
Molecular Formula
C6H3Cl2NO
Formula Weight
176
MOL File
102645-33-0.mol
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2,5-DICHLORO-4-FORMYLPYRIDINE Property

Melting point:
73-74°
Boiling point:
256.3±35.0 °C(Predicted)
Density 
1.488±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
-3.62±0.10(Predicted)
color 
White to Off-White
InChI
InChI=1S/C6H3Cl2NO/c7-5-2-9-6(8)1-4(5)3-10/h1-3H
InChIKey
UIPSRNHDSBVXHY-UHFFFAOYSA-N
SMILES
C1(Cl)=NC=C(Cl)C(C=O)=C1
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Safety

HazardClass 
IRRITANT
HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

TRC
Product number
D436160
Product name
2,5-Dichloro-4-pyridinecarboxaldehyde
Packaging
1g
Price
$150
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
Y14221
Product name
2,5-Dichloro-4-formylpyridine
Purity
97%
Packaging
1g
Price
$28
Updated
2021/12/16
AK Scientific
Product number
N466
Product name
2,5-Dichloro-4-formylpyridine
Packaging
250mg
Price
$39
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD151286
Product name
2,5-Dichloro-4-formylpyridine
Packaging
50mg
Price
$86
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
Y14221
Product name
2,5-Dichloro-4-formylpyridine
Purity
97%
Packaging
5g
Price
$110
Updated
2021/12/16
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2,5-DICHLORO-4-FORMYLPYRIDINE Chemical Properties,Usage,Production

Uses

2,5-Dichloro-4-pyridinecarboxaldehyde, is an intermediate in the preparation of various pharmaceutical compounds. It is used in the synthesis of 2-Amino-5-aryl-pyridines as selective CB2 agonists.

Synthesis

16110-09-1

68-12-2

102645-33-0

General procedure for the synthesis of 2,5-dichloropyridine-4-carbaldehyde from 2,5-dichloropyridine and N,N-dimethylformamide: First, 2,5-dichloropyridine (27.0 g, 180 mmol) was dissolved in THF (65 mL), which was added via cannulae to a pre-cooled LDA solution at -78°C (100 mL of a 1.8 M solution of 180 mmol, dissolved in THF (80 mL)). After stirring the mixture at -78 °C for 30 min, a solution of DMF (21.1 mL, 271 mmol) in THF (25 mL) was added slowly via syringe. The reaction was kept at -78 °C for 3 h of continued stirring, followed by slow warming to room temperature. The reaction solution was slowly poured into a mixture of ice (800 mL) and hydrochloric acid (150 mL) and stirred for 20 minutes. The pH was adjusted to 9-10 with 3.0 M NaOH solution, followed by extraction with ether (2 x 500 mL). The organic layers were combined, dried and concentrated with MgSO4 to give the crude product as a light yellow solid. This solid was suspended in n-hexane with a small amount of EtOAc and boiled for 5 min before decanting the liquid and evaporating the solvent to give a yellow solid. Finally, purification by Biotage fast chromatography (using a 65i silica gel column loaded with DCM/EtOAc followed by heptane elution with an elution gradient of 20% EtOAc/heptane, 8 column volumes, and then kept at 5 column volumes) afforded the target compound, 2,5-dichloro pyridine-4-carboxaldehyde (17.9 g, 56% yield), as a light yellow solid.1H NMR ( 400 MHz, DMSO-d6) δ 7.85 (s, 1H), 8.76 (s, 1H), 10.22 (s, 1H).

References

[1] Patent: WO2011/27249, 2011, A2. Location in patent: Page/Page column 58
[2] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 23, p. 6578 - 6581
[3] Patent: WO2006/50506, 2006, A1. Location in patent: Page/Page column 132
[4] Patent: WO2005/73232, 2005, A1. Location in patent: Page/Page column 34

2,5-DICHLORO-4-FORMYLPYRIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2,5-DICHLORO-4-FORMYLPYRIDINE manufacturers

Dideu Industries Group Limited
Product
2,5-DICHLORO-4-FORMYLPYRIDINE 102645-33-0
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons min
Release date
2021-09-03
Career Henan Chemical Co
Product
2,5-DICHLORO-4-FORMYLPYRIDINE 102645-33-0
Price
US $9.80/KG
Min. Order
1g
Purity
≥99%
Supply Ability
100kg
Release date
2019-12-24

102645-33-0, 2,5-DICHLORO-4-FORMYLPYRIDINERelated Search:


  • 2,5-Dichloroisonicotinaldehyde 97%
  • 2,5-dichloro-4-pyridinecarboxaldehyde
  • 4-Pyridinecarboxaldehyde, 2,5-dichloro-
  • 2,5-dichloropyridine-4-carbaldehyde
  • 2,5-DICHLOROPYRIDINE-4-CARBOXALDEHYDE
  • 2,5-DICHLORO-4-FORMYLPYRIDINE
  • tert-butyl (3S,4S)-3-amino-4-methoxy-1-pyrrolidinecarboxylate hydrochloride
  • 2,5-DICHLORO-4-FORMY
  • 2,5-dichloro-3-forMylpyridine-4-carboxylic acid
  • 2,5-DICHLORO-4-FORMYLPYRIDINE ISO 9001:2015 REACH
  • 2,5-Dichloro-4-pyridinecarbaldehyde
  • 102645-33-0
  • Boronic Acid
  • Pyridine
  • Pyridines
  • Chlorinated heterocyclic series