3-Amino-2,4-dichloropyridine

Base Information

• Chemical Name: 3-Amino-2,4-dichloropyridine
• CAS No.: 173772-63-9
• Molecular Formula: C5H4Cl2N2
• Molecular Weight: 163.006
• Hs Code.: 2933399990
• European Community (EC) Number: 830-248-2
• DSSTox Substance ID: DTXSID60431811
• Nikkaji Number: J2.915.169E
• Wikidata: Q72435765
• Mol file: 173772-63-9.mol

Synonyms:3-Amino-2,4-dichloropyridine;173772-63-9;2,4-dichloropyridin-3-amine;2,4-DICHLORO-3-AMINOPYRIDINE;3-PYRIDINAMINE, 2,4-DICHLORO-;MFCD09750301;3-AMINO-2,4-DICHL;SCHEMBL413011;3-amino-2-4-dichloropyridine;3-Pyridinamine,2,4-dichloro-;DTXSID60431811;ZSJYSZWQVCWDQO-UHFFFAOYSA-N;CS-M0591;AKOS006328366;AB51385;AC-5443;DS-12118;SY025689;A3840;AM20050880;FT-0647920;EN300-104528;J-400345

Chemical Property of 3-Amino-2,4-dichloropyridine

Chemical Property:

• Boiling Point: 264.977 °C at 760 mmHg
• PKA: 0.72±0.10(Predicted)
• Flash Point: 114.054 °C
• PSA: 38.91000
• Density: 1.498 g/cm³
• LogP: 2.55180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.9751535
• Heavy Atom Count: 9
• Complexity: 99

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Amino-2,4-dichloropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=C1Cl)N)Cl

Technology Process of 3-Amino-2,4-dichloropyridine

There total 10 articles about 3-Amino-2,4-dichloropyridine 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%

2,4-dichloro-3-nitro-pyridine (5975-12-2) → 2,4-dichloropyridin-3-ylamine (173772-63-9)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2007.10.017

Reference yield:

C19H29N7O3*C2HF3O2 + (E)-4-(dimethylamino)-2-butenoic acid hydrochloride (1130155-48-4) → 2,4-dichloropyridin-3-ylamine (173772-63-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

Reference yield:

3-deazauracil (626-03-9,84719-31-3) → 2,4-dichloropyridin-3-ylamine (173772-63-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / fuming HNO₃; conc. H₂SO₄ / 0.5 h / 0 °C

2: 80 percent / POCl₃ / 24 h / Heating

3: 90 percent / SnCl₂*2H₂O; conc. aq. HCl / diethyl ether / 20 °C

With hydrogenchloride; sulfuric acid; nitric acid; tin(ll) chloride; trichlorophosphate; In diethyl ether;

DOI:10.1021/jm000269t

upstream raw materials:

2,4-dichloro-3-nitro-pyridine

3-deazauracil

2,4-dihydroxy-3-nitropyridine

(S)-2-amino-2-(4-methyltetrahydro-2H-pyran-4-yl)-N-(4-phenyl-1,2,3-thiadiazol-5-yl)acetamide

Downstream raw materials:

3-amino-4-chloro-2-phenylpyridine

C₂₄H₂₂ClN₃O₃

C₂₄H₂₁N₃O₂S

Refernces

• 1、 -. "HETEROCYCLIC COMPOUNDS AS INHIBITORS OF KRAS G12C". Page/Page column 108. . Retrieved 2021/01/23.
• 2、 -. "INHIBITORS OF IAP". . . Retrieved 2011/04/14.