2,6-Dichloro-4-methylpyridin-3-amine

Base Information

• Chemical Name: 2,6-Dichloro-4-methylpyridin-3-amine
• CAS No.: 129432-25-3
• Molecular Formula: C6H6Cl2N2
• Molecular Weight: 177.033
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50351473
• Nikkaji Number: J1.359.175J
• Wikidata: Q72466733
• Mol file: 129432-25-3.mol

Synonyms:2,6-dichloro-4-methylpyridin-3-amine;129432-25-3;2,6-DICHLORO-4-METHYL-3-AMINOPYRIDINE;3-Amino-2,6-dichloro-4-methylpyridine;2,6-Dichloro-4-methyl-3-pyridinamine;MFCD01320814;3-Pyridinamine, 2,6-dichloro-4-methyl-;SCHEMBL5746102;DTXSID50351473;BCP27023;STK675878;AKOS005146092;AC-8501;PS-4824;2,6-Dichloro-4-methylpyridine-3-amine;SY042922;AM20050754;CS-0061274;FT-0657377;EN300-100860;F11648;SR-01000526406;SR-01000526406-1;W-205312

Chemical Property of 2,6-Dichloro-4-methylpyridin-3-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 83.5-85.5 °C(Solv: benzene (71-43-2))
• Refractive Index: 1.607
• Boiling Point: 327.688 °C at 760 mmHg
• PKA: 0.06±0.10(Predicted)
• Flash Point: 151.981 °C
• PSA: 38.91000
• Density: 1.415 g/cm³
• LogP: 2.86020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 175.9908036
• Heavy Atom Count: 10
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichloro-4-methylpyridin-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC(=C1N)Cl)Cl

Technology Process of 2,6-Dichloro-4-methylpyridin-3-amine

There total 5 articles about 2,6-Dichloro-4-methylpyridin-3-amine 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%

2,6-dichloro-4-methyl-3-pyridinecarboxamide (38841-54-2) → 2,6-dichloro-3-amino-4-methylpyridine (129432-25-3)

Guidance literature:

With sodium hydroxide; bromine; at 70 - 75 ℃; for 1h;

DOI:10.1002/jhet.5570320144

Reference yield:

2,6-dichloro-4-methylnicotinonitrile (875-35-4) → 2,6-dichloro-3-amino-4-methylpyridine (129432-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. H₂SO₄ / Heating

2: NaOH, Br₂ / Heating

With sodium hydroxide; sulfuric acid; bromine;

DOI:10.1021/jm00024a010

Reference yield:

6-Chloro-4-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile → 2,6-dichloro-3-amino-4-methylpyridine (129432-25-3)

Guidance literature:

Multi-step reaction with 3 steps

1: POCl₃ / 120 °C

2: conc. H₂SO₄ / Heating

3: NaOH, Br₂ / Heating

With sodium hydroxide; sulfuric acid; bromine; trichlorophosphate;

DOI:10.1021/jm00024a010

upstream raw materials:

2,6-dichloro-4-methyl-3-pyridinecarboxamide

2,6-dichloro-4-methylnicotinonitrile

2,6-dihydroxy-3-cyano-4-methylpyrimidine

Downstream raw materials:

3-amino-4-methylpyridine

Refernces

• 1、 -. "Preparation method for nevirapine intermediate". Paragraph 0017; 0037; 0047; 0057; 0059; 0066-0067. . Retrieved 2019/01/14.
• 2、 -. "Method for preparing 3-amino-2-chloro-4-alkylpyridine or-4-arylpyridine". . . Retrieved 2008/06/13.