2,3-Dichloro-5-formylpyridine

Base Information

• Chemical Name: 2,3-Dichloro-5-formylpyridine
• CAS No.: 71690-05-6
• Molecular Formula: C₆H₃Cl₂NO
• Molecular Weight: 176.002
• Hs Code.: 2933399090
• European Community (EC) Number: 696-476-8
• DSSTox Substance ID: DTXSID50992305
• Wikidata: Q72467936
• Mol file: 71690-05-6.mol

Synonyms:71690-05-6;2,3-DICHLORO-5-FORMYLPYRIDINE;5,6-DICHLORONICOTINALDEHYDE;5,6-dichloropyridine-3-carbaldehyde;3-Pyridinecarboxaldehyde, 5,6-dichloro-;5,6-dichloropyridyl-3-carboxaldehyde;MFCD08448226;2,3-dichloro-5-pyridinecarboxaldehyde;SCHEMBL116316;DTXSID50992305;ROSCFXKNBQZLFC-UHFFFAOYSA-N;5,6-Dichloro-3-pyridinecarbaldehyde;5,6-Dichloro-pyridine-3-carbaldehyde;AKOS006289411;AB92748;AC-7009;HE-0717;SY022293;AM20070234;CS-0084588;FT-0650059;EN300-254129;A837289;J-506925

Chemical Property of 2,3-Dichloro-5-formylpyridine

Chemical Property:

• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.608
• Boiling Point: 268.604 °C at 760 mmHg
• Flash Point: 116.248 °C
• PSA: 29.96000
• Density: 1.489 g/cm³
• LogP: 2.20090
• Storage Temp.: Room temperature.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 174.9591691
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

5,6-Dichloropyridyl-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1Cl)Cl)C=O
• Uses: 5,6-Dichloropyridyl-3-carboxaldehyde is used to prepare [(pyridyl)piperazinyl]benzimidazoles analogs as potent, orally available antagonists of the transient receptor potential vanilloid 1 and analgesics. It is also used to synthesize heterocyclic aryl isoxazolines with insecticidal activities.

Technology Process of 2,3-Dichloro-5-formylpyridine

There total 7 articles about 2,3-Dichloro-5-formylpyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

→ 5,6-dichloro-pyridine-3-carbaldehyde (71690-05-6)

Guidance literature:

With sulfuric acid; lithium acetate; water; silver; fluorosulphonic acid; acetic acid; In methanol; at 55 - 60 ℃; Electrolysis;

Reference yield: 92.0%

5,6-dichloro-3-pyridinemethanol (54127-30-9) → 5,6-dichloro-pyridine-3-carbaldehyde (71690-05-6)

Guidance literature:

With potassium carbonate; In n-heptane; at 80 ℃; for 24h; under 750.075 Torr;

DOI:10.1016/j.chempr.2021.12.001

Reference yield: 91.3%

5,6-dichloro-N-methoxy-N-methyl-3-pyridinecarboxamide (162327-73-3) → 5,6-dichloro-pyridine-3-carbaldehyde (71690-05-6)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at 0 ℃; for 2h;

upstream raw materials:

5,6-dichloronicotinoyl chloride

5,6-dichloronicotinic acid

5,6-dichloro-3-pyridinemethanol

5,6-dichloro-N-methoxy-N-methyl-3-pyridinecarboxamide

Downstream raw materials:

5,6-dichloro-3-pyridinemethanol

(S)-N-(4-chloro-3-trifluoromethylphenyl)-4-(3-chloro-5-(1,2-dihydroxyethyl)pyridin-2-yl)piperazine-1-carboxamide

(S)-3-chloro-5-(1,2-dihydroxyethyl)-3',6'-dihydro-2'H-[2,4']bipyridinyl-1'-carboxylic acid (3-chloro-4-trifluoromethylphenyl)amide

(S)-4-(3-chloro-5-(1,2-dihydroxyethyl)pyridin-2-yl)-N-(4-trifluoromethoxyphenyl)piperazine-1-carboxamide