6-Amino-5-nitropyridin-2-OL

Base Information

• Chemical Name: 6-Amino-5-nitropyridin-2-OL
• CAS No.: 211555-30-5
• Molecular Formula: C5H5 N3 O3
• Molecular Weight: 155.113
• UNII: X4VR2ETN9S
• DSSTox Substance ID: DTXSID70457865
• Nikkaji Number: J985.076G
• Wikipedia: 6-Amino-5-nitropyridin-2-one
• Wikidata: Q61876706
• Mol file: 211555-30-5.mol

Synonyms:211555-30-5;6-AMINO-5-NITROPYRIDIN-2-OL;6-Amino-5-nitropyridin-2-one;6-amino-5-nitro-1H-pyridin-2-one;2(1H)-Pyridinone, 6-amino-5-nitro-;6-Amino-5-nitropyridin-2(1H)-one;X4VR2ETN9S;6-Amino-5-nitro-2(1H)-pyridinone;UNII-X4VR2ETN9S;6-Amino-5-nitropyridine-2-ol;SCHEMBL1034230;DTXSID70457865;6-amino-5-nitro-2(1h)-pyridone;AMY26977;CS-B0465;MFCD07774107;AKOS006284381;AKOS015961907;AKOS040744153;SB52496;DS-18927;HY-50071;PD100836;EN300-2969005;Q61876706

Chemical Property of 6-Amino-5-nitropyridin-2-OL

Chemical Property:

• Vapor Pressure: 0.000799mmHg at 25°C
• Refractive Index: 1.634
• Boiling Point: 305.9°C at 760 mmHg
• PKA: 6.37±0.10(Predicted)
• Flash Point: 138.8°C
• PSA: 104.70000
• Density: 1.54g/cm³
• LogP: 0.96970
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 155.03309103
• Heavy Atom Count: 11
• Complexity: 273

Purity/Quality:

97% ^*data from raw suppliers

6-Amino-5-nitro-pyridin-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)NC(=C1[N+](=O)[O-])N

Technology Process of 6-Amino-5-nitropyridin-2-OL

There total 11 articles about 6-Amino-5-nitropyridin-2-OL 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: 75.0%

2-amino-6-chloro-3-nitropyridine (27048-04-0) → 6-amino-5-nitro-1H-pyridin-2-one (211555-30-5)

Guidance literature:

With sodium hydroxide; In ethanol; for 0.0833333h; Heating;

DOI:10.1021/jo034900k

Reference yield: 12.0%

2-amino-3-nitropyridine 1-oxide (385377-29-7) → 6-amino-5-nitro-1H-pyridin-2-one (211555-30-5)

Guidance literature:

2-amino-3-nitropyridine 1-oxide; With potassium acetate; acetic anhydride; for 0.25h; Heating;

With ammonia; In methanol; at 20 ℃; for 20h;

DOI:10.1021/jo034900k

Reference yield: 9.0%

5-nitro-2-hydroxypyridine (5418-51-9) → 2-amino-3-nitro-6-hydroxypyridine (211555-30-5)

Guidance literature:

With O-Methylhydroxylamin; potassium tert-butylate; zinc(II) chloride; In various solvent(s); Ambient temperature;

DOI:10.1039/a803497d

upstream raw materials:

5-nitro-2-hydroxypyridine

6-methoxy-3-nitropyridin-2-amine

2-chloro-6-methoxy-3-nitropyridine

2,6-dicholoro-3-nitropyridine

Downstream raw materials:

6-amino-3-iodo-5-nitro-1H-pyridin-2-one

6-amino-3-{3'-[(1,1-dimethylethyl)diphenylsilyloxy]-β-D-glycero-pentofuran-3'-ulos-1'-yl}-5-nitro-1H-pyridin-2-one

2-[4-(4-chloro-phenoxy)-phenyl]-3H-imidazo[4,5-b]pyridine-5-carbonitrile

5,6-diamino-pyridine-2-carbonitrile

Refernces

• 1、 Kim, Hyo-Joong,Chen, Fei,Benner, Steven A.. "Synthesis and properties of 5-cyano-substituted nucleoside analog with a donor-donor-acceptor hydrogen-bonding pattern". scheme or table. p. 3664 - 3669. Retrieved 2012/06/04.
• 2、 -. "Methods for Chk2 inhibitor patient selection". Page/Page column 18. . Retrieved 2008/12/05.