4-Amino-2-chloro-3-nitropyridine

Base Information

• Chemical Name: 4-Amino-2-chloro-3-nitropyridine
• CAS No.: 2789-25-5
• Molecular Formula: C5H4ClN3O2
• Molecular Weight: 173.559
• Hs Code.: 29333990
• European Community (EC) Number: 811-777-8
• DSSTox Substance ID: DTXSID90450015
• Nikkaji Number: J985.078C
• Wikidata: Q72434606
• Mol file: 2789-25-5.mol

Synonyms:4-Amino-2-chloro-3-nitropyridine;2789-25-5;2-Chloro-3-nitropyridin-4-amine;MFCD07368898;4-PYRIDINAMINE, 2-CHLORO-3-NITRO-;2-chloro-3-nitro-pyridin-4-amine;4-Amino-2-chloro-3-nitro-pyridine;4-Pyridinamine,2-chloro-3-nitro-;SCHEMBL203785;DTXSID90450015;PDQAWJXOYURKPI-UHFFFAOYSA-N;2-chloro-3-nitro-4-aminopyridine;2-Chloro-3-nitropyridine-4-amine;CS-D0718;BBL102221;CL0270;STL556020;AKOS006343544;AB32151;AC-2407;PS-3887;2-CHLORO-3-NITRO-4-PYRIDINAMINE;AM803626;SY020357;FT-0649199;4-amino-2-chloro-3-nitropyridine, AldrichCPR;EN300-217471;J-508680;2-chloro-3-nitropyridin-4-amine

Chemical Property of 4-Amino-2-chloro-3-nitropyridine

Chemical Property:

• Melting Point: 205-207 °C (decomp)
• Boiling Point: 392.8 °C at 760 mmHg
• PKA: 0.63±0.42(Predicted)
• Flash Point: 191.4 °C
• PSA: 84.73000
• Density: 1.596 g/cm³
• LogP: 2.32980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 172.9992041
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

4-Amino-2-chloro-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-43-36/37/38
• Safety Statements: 36/37-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=C1N)[N+](=O)[O-])Cl
• Uses: 4-Amino-2-chloro-3-nitropyridine is used as a reagent in the synthesis of imidazopyridine-based fatty acid synthase inhibitors which show anti-HCV activity. Also used as a reagent in the synthesis of acyclic nucleotides that are related to clitocine, which exhibit antiviral activity.

Technology Process of 4-Amino-2-chloro-3-nitropyridine

There total 14 articles about 4-Amino-2-chloro-3-nitropyridine 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: 74.0%

2,4-dichloro-3-nitro-pyridine (5975-12-2) → 2-chloro-3-nitropyridin-4-amine (2789-25-5)

Guidance literature:

With ammonium hydroxide; In water; dimethyl sulfoxide; at 80 ℃; for 1.75h;

DOI:10.1021/acs.jmedchem.0c02009

Reference yield: 70.0%

(2-chloro-pyridin-4-yl)-nitro-amine (14432-13-4) → 4-amino-2-chloro-5-nitropyridine (2604-39-9) + 2-chloro-3-nitropyridin-4-amine (2789-25-5)

Guidance literature:

(2-chloro-pyridin-4-yl)-nitro-amine; With sulfuric acid; at 20 - 100 ℃; for 1h;

With ammonia; In water; at 20 ℃; pH=3;

Reference yield: 44.0%

4-Amino-2-chloropyridine (14432-12-3) → 2-chloro-3-nitropyridin-4-amine (2789-25-5)

Guidance literature:

With sulfuric acid; potassium nitrate; at 0 ℃; for 1h;

upstream raw materials:

(2-chloro-pyridin-4-yl)-nitro-amine

2-Chloro-3-nitropyridine

sulfuric acid

4-Amino-2-chloropyridine

Downstream raw materials:

2-chloropyridine-3,4-diamine

2,4-diamino-3-nitropyridine

erythro-9-(2-hydroxy-3-nonyl)-1-deazaadenine

4-amino-3-nitro-pyridin-2-ol