3-Chloro-2-(chloromethyl)pyridine

Base Information

• Chemical Name: 3-Chloro-2-(chloromethyl)pyridine
• CAS No.: 185315-53-1
• Molecular Formula: C6H5 Cl2 N
• Molecular Weight: 162.018
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20561209
• Wikidata: Q82444901
• Mol file: 185315-53-1.mol

Synonyms:3-Chloro-2-(chloromethyl)pyridine;185315-53-1;MFCD10697613;Pyridine, 3-chloro-2-(chloromethyl)- (9CI);PYRIDINE, 3-CHLORO-2-(CHLOROMETHYL)-;SCHEMBL4347152;DTXSID20561209;MNOCTFZHUCINGC-UHFFFAOYSA-N;XEA85169;AKOS006305084;AB60061;DS-4501;SY121216;EN300-101936;A880720

Chemical Property of 3-Chloro-2-(chloromethyl)pyridine

Chemical Property:

• Boiling Point: 213.0±25.0 °C(Predicted)
• PKA: 1.43±0.22(Predicted)
• PSA: 12.89000
• Density: 1.324±0.06 g/cm3(Predicted)
• LogP: 2.47380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 160.9799046
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloro-2-(chloromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)CCl)Cl

Technology Process of 3-Chloro-2-(chloromethyl)pyridine

There total 4 articles about 3-Chloro-2-(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: 69.0%

3-chloro-2-hydroxy-methyl-pyridine (60588-81-0) → 3-chloro-2-(chloromethyl)pyridine (185315-53-1)

Guidance literature:

With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

Reference yield:

3-Chlor-2-picolin-1-oxid (52313-57-2) → 3-chloro-2-(chloromethyl)pyridine (185315-53-1)

Guidance literature:

Multi-step reaction with 3 steps

1: AcOH / 120 °C

2: 2N aq. NaOH / methanol / 2 h / 25 °C

3: SOCl₂ / CH₂Cl₂ / 2 h / 25 °C

With sodium hydroxide; thionyl chloride; acetic acid; In methanol; dichloromethane;

DOI:10.1021/jm00081a004

Reference yield:

Acetic acid 3-chloro-pyridin-2-ylmethyl ester (124425-86-1) → 3-chloro-2-(chloromethyl)pyridine (185315-53-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 2N aq. NaOH / methanol / 2 h / 25 °C

2: SOCl₂ / CH₂Cl₂ / 2 h / 25 °C

With sodium hydroxide; thionyl chloride; In methanol; dichloromethane;

DOI:10.1021/jm00081a004

upstream raw materials:

3-chloro-2-hydroxy-methyl-pyridine

3-Chlor-2-picolin-1-oxid

Acetic acid 3-chloro-pyridin-2-ylmethyl ester

Refernces

• 1、 Weidmann, Klaus,Herling, Andreas W.,Lang, Hans-Jochen,Scheunemann, Karl-Heinz,Rippel, Robert,et al.. "2--1H-thienoimidazoles. A Novel Class of Gastric H+/K+-ATPase Inhibitors". . p. 438 - 450. Retrieved 2007/10/02.