3-(Chloromethyl)pyridin-2-amine hydrochloride

Base Information

• Chemical Name: 3-(Chloromethyl)pyridin-2-amine hydrochloride
• CAS No.: 858431-27-3
• Molecular Formula: C6H8Cl2N2
• Molecular Weight: 0
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10696034
• Mol file: 858431-27-3.mol

Synonyms:858431-27-3;3-(Chloromethyl)pyridin-2-amine hydrochloride;3-CHLOROMETHYL-PYRIDIN-2-YLAMINE HYDROCHLORIDE;2-Amino-3-chloromethyl pyridine HCl;3-(chloromethyl)pyridin-2-amine;hydrochloride;2-AMINO-3-CHLOROMETHYL PYRIDINE HYDROCHLORIDE;SCHEMBL625377;DTXSID10696034;TWDVAWGPGZBFPK-UHFFFAOYSA-N;MFCD09997885;SB39089;3-(Chloromethyl)pyridin-2-aminehydrochloride;CS-0322307;3-(Chloromethyl)pyridin-2-amine--hydrogen chloride (1/1)

Chemical Property of 3-(Chloromethyl)pyridin-2-amine hydrochloride

Chemical Property:

• PSA: 38.91000
• LogP: 2.78580
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 178.0064537
• Heavy Atom Count: 10
• Complexity: 87.1

Purity/Quality:

97% ^*data from raw suppliers

2-amino-3-chloromethylpyridinehydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(Chloromethyl)pyridin-2-amine hydrochloride

There total 2 articles about 3-(Chloromethyl)pyridin-2-amine hydrochloride 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: 92.0%

(2-amino-3-pyridinyl)methanol (23612-57-9) → 3-(chloromethyl)pyridin-2-amine, hydrochloride salt (858431-27-3)

Guidance literature:

With thionyl chloride; In tetrahydrofuran; at 20 ℃; for 0.5h;

Reference yield:

2-aminopyridin-3-carboxylic acid (5345-47-1) → 3-(chloromethyl)pyridin-2-amine, hydrochloride salt (858431-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 70 °C

1.2: 0.25 h / 20 °C

2.1: thionyl chloride / tetrahydrofuran / 1 h / 0 - 20 °C

With lithium aluminium tetrahydride; thionyl chloride; In tetrahydrofuran;

Reference yield: 54.0%

3-(chloromethyl)pyridin-2-amine, hydrochloride salt (858431-27-3) + phenol (108-95-2,27073-41-2) → 3-(phenoxymethyl)pyridin-2-amine

Guidance literature:

phenol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.166667h;

3-(chloromethyl)pyridin-2-amine, hydrochloride salt; In tetrahydrofuran; mineral oil; at 60 ℃; for 3h;

DOI:10.1021/acs.jmedchem.8b00152

upstream raw materials:

(2-amino-3-pyridinyl)methanol

2-aminopyridin-3-carboxylic acid