3-Methoxy-5-nitropyridin-4-amine

Base Information

• Chemical Name: 3-Methoxy-5-nitropyridin-4-amine
• CAS No.: 127356-39-2
• Molecular Formula: C6H7 N3 O3
• Molecular Weight: 169.14
• DSSTox Substance ID: DTXSID30563739
• Wikidata: Q82448218
• Mol file: 127356-39-2.mol

Synonyms:3-methoxy-5-nitropyridin-4-amine;127356-39-2;4-AMINO-3-METHOXY-5-NITROPYRIDINE;SCHEMBL24553557;DTXSID30563739;3-methoxy-5-nitro-4-pyridinamine;AKOS006307327;AM20050748

Chemical Property of 3-Methoxy-5-nitropyridin-4-amine

Chemical Property:

• PSA: 93.96000
• LogP: 1.68500
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 169.04874109
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

98%min ^*data from raw suppliers

4-AMINO-3-METHOXY-5-NITROPYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CN=C1)[N+](=O)[O-])N

Technology Process of 3-Methoxy-5-nitropyridin-4-amine

There total 2 articles about 3-Methoxy-5-nitropyridin-4-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: 55.0%

4-amino-3-methoxy pyridine (52334-90-4) → 4-amino-3-methoxy-5-nitropyridine (127356-39-2)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 20 ℃; for 2h;

Reference yield:

3-methoxy-4-nitropyridine 1-oxide (19355-04-5) → 4-amino-3-methoxy-5-nitropyridine (127356-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / H₂ / Raney Ni / methanol / 2.5 h / 40 °C / 30400 Torr

2: 37 percent / conc. H₂SO₄, HNO₃ / 3 h / 0 - 60 °C

With sulfuric acid; hydrogen; nitric acid; nickel; In methanol;

DOI:10.1021/jm00170a030

Reference yield: 90.0%

4-amino-3-methoxy-5-nitropyridine (127356-39-2) → 3,4-diamino-5-methoxypyridine (127356-27-8)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 16h;

upstream raw materials:

4-amino-3-methoxy pyridine

3-methoxy-4-nitropyridine 1-oxide

Downstream raw materials:

3,4-diamino-5-methoxypyridine

7-Methoxy-2-(2-methoxy-4-methylsulfanyl-phenyl)-1H-imidazo[4,5-c]pyridine

2-(4-Methanesulfinyl-2-methoxy-phenyl)-7-methoxy-1H-imidazo[4,5-c]pyridine

Refernces

• 1、 Barraclough,Black,Cambridge,Collard,Firmin,Gerskowitch,Glen,Giles,Hill,Hull,Iyer,King,Kneen,Lindon,Nobbs,Randall,Shah,Smith,Vine,et al.. "Inotropic 'A' ring substituted sulmazole and isomazole analogues". . p. 2231 - 2239. Retrieved 2007/10/02.