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AF64695

215306-02-8 | 2-Chloropyridine-3,4-dicarboxylic acid

Packsize Purity Availability Price Discounted Price    Quantity
100mg 98% in stock $66.00 $47.00 -   +
250mg 98% in stock $143.00 $101.00 -   +
1g 98% in stock $308.00 $216.00 -   +

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*All prices are in USD.

Description
Catalog Number: AF64695
Chemical Name: 2-Chloropyridine-3,4-dicarboxylic acid
CAS Number: 215306-02-8
Molecular Formula: C7H4ClNO4
Molecular Weight: 201.564
MDL Number: MFCD01318441
SMILES: OC(=O)c1c(Cl)nccc1C(=O)O

 

Upstream Synthesis Route
  • The upstream synthesis route of 2-Chloropyridine-3,4-dicarboxylic acid typically starts from pyridine as the raw material. Here is a concise synthesis route:
    
    1. Nitration: Pyridine is subjected to nitration using a nitrating agent like nitric acid, often in the presence of a catalyst such as sulfuric acid, to introduce a nitro group, yielding 3-nitropyridine.
    
    2. Reduction: The nitro group of 3-nitropyridine is then reduced to an amino group, generally using a reducing agent such as iron powder and hydrochloric acid or catalytic hydrogenation, to give 3-aminopyridine.
    
    3. Diazotization-Cyclization: The amino group in 3-aminopyridine is diazotized using sodium nitrite and hydrochloric acid at low temperatures to form a diazonium salt. This intermediate can be reacted with potassium chlorate or another suitable oxidizing agent to perform a von Richter reaction, which cyclizes the molecule and introduces a carboxylic acid group, yielding 4-chloropyridine-3-carboxylic acid.
    
    4. Oxidation: The chloropyridine-carboxylic acid is further oxidized to introduce an additional carboxylic acid group into the pyridine ring at the 4-position. This can be achieved through methods such as the use of potassium permanganate (KMnO₄) as an oxidizing agent, leading to the formation of 2-Chloropyridine-3,4-dicarboxylic acid.
    
    This synthesis route is general, and specific conditions such as temperatures, solvents, and reaction times would need to be optimized for industrial synthesis. Additionally, each step may require purification methods such as recrystallization or column chromatography to obtain the desired purity of intermediates and final product.
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