3,5-Bis(chloromethyl)pyridine

Base Information

• Chemical Name: 3,5-Bis(chloromethyl)pyridine
• CAS No.: 41711-38-0
• Molecular Formula: C7H7Cl2N
• Molecular Weight: 176.045
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50542884
• Nikkaji Number: J1.858.290B
• Wikidata: Q72444672
• Mol file: 41711-38-0.mol

Synonyms:3,5-BIS(CHLOROMETHYL)PYRIDINE;41711-38-0;3,5-bis-(Chloromethyl)pyridine;SCHEMBL3361674;DTXSID50542884;AKOS006315536;SB53437

Chemical Property of 3,5-Bis(chloromethyl)pyridine

Chemical Property:

• Melting Point: 86-87 °C(Solv: ligroine (8032-32-4))
• Refractive Index: 1.548
• Boiling Point: 291.878 °C at 760 mmHg
• PKA: 3.68±0.20(Predicted)
• Flash Point: 158.065 °C
• PSA: 12.89000
• Density: 1.275 g/cm³
• LogP: 2.55920
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 174.9955546
• Heavy Atom Count: 10
• Complexity: 87.6

Purity/Quality:

99% ^*data from raw suppliers

PYRIDINE,3,5-BIS(CHLOROMETHYL)- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC=C1CCl)CCl
• Uses: 3,5-Bis(chloromethyl)pyridine is an intermediate for the synthesis of 5’-[(Desloratadine)methyl] Rupatadine (D290270), which is an impurity of the antihistaminic drug Rupatadine (R701650).

Technology Process of 3,5-Bis(chloromethyl)pyridine

There total 6 articles about 3,5-Bis(chloromethyl)pyridine 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: 47.0%

3,5-bis(hydroxymethyl)pyridine (21636-51-1) → 3,5-bis(chloromethyl)pyridine (41711-38-0)

Guidance literature:

With thionyl chloride; for 18h; Heating;

DOI:10.1002/(sici)1099-0682(199802)1998:2<163::aid-ejic163>3.0.co;2-x

Reference yield: 32.0%

3,5-Lutidine (591-22-0) → 3,5-bis(chloromethyl)pyridine (41711-38-0)

Guidance literature:

With N-chloro-succinimide; In tetrachloromethane;

DOI:10.1039/b200402j

Reference yield:

3,5-Lutidine (591-22-0) → 3,5-bis(chloromethyl)pyridine (41711-38-0) + 5-methyl-pyridin-3-ylmethyl chloride (158876-83-6)

Guidance literature:

With N-chloro-succinimide;

DOI:10.1016/j.tetlet.2006.07.007

upstream raw materials:

3,5-bis(hydroxymethyl)pyridine

3,5-Lutidine

dimethyl pyridine-3,5-dicarboxylate

3,5-Pyridinedicarboxylic acid

Downstream raw materials:

3,5-Lutidine

N,N'-ditosyl-2,11-diaza[3.3](3,5)pyridinophane

(pyridine-3,5-diyl)dimethanamine

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