1-(3-Nitropyridin-4-yl)ethanone

Base Information

• Chemical Name: 1-(3-Nitropyridin-4-yl)ethanone
• CAS No.: 161871-65-4
• Molecular Formula: C₇H₆N₂O₃
• Molecular Weight: 166.136
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20376279
• Nikkaji Number: J843.793I
• Wikidata: Q82165178
• Mol file: 161871-65-4.mol

Synonyms:1-(3-nitropyridin-4-yl)ethanone;161871-65-4;1-(3-Nitro-4-pyridinyl)-ethanone;1-(3-nitro-4-pyridinyl)ethanone;1-(3-Nitropyridin-4-yl)ethan-1-one;Ethanone,1-(3-nitro-4-pyridinyl)-;Ethanone, 1-(3-nitro-4-pyridinyl)-;3-Nitro-4-acetylpyridine;SCHEMBL12672297;DTXSID20376279;MFCD03411728;AKOS015891657;AS-35525;CS-0186244;FT-0605636;A810300;J-009869

Chemical Property of 1-(3-Nitropyridin-4-yl)ethanone

Chemical Property:

• Vapor Pressure: 0.000623mmHg at 25°C
• Refractive Index: 1.562
• Boiling Point: 309.8 °C at 760 mmHg
• PKA: -0.51±0.18(Predicted)
• Flash Point: 141.2 °C
• PSA: 75.78000
• Density: 1.318 g/cm³
• LogP: 1.71560
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 166.03784206
• Heavy Atom Count: 12
• Complexity: 199

Purity/Quality:

98%min ^*data from raw suppliers

1-(3-NITRO-4-PYRIDINYL)-ETHANONE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(3-Nitropyridin-4-yl)ethanone

There total 3 articles about 1-(3-Nitropyridin-4-yl)ethanone 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: 83.0%

methyl (4-pyridyl) ketone (1122-54-9) → 1-(3-nitropyridin-4-yl)ethanone (161871-65-4)

Guidance literature:

methyl (4-pyridyl) ketone; With nitric acid; trifluoroacetic anhydride; for 10h;

With sodium disulfite; for 24h;

DOI:10.1039/b413285h

Reference yield:

(R,S)-3-nitro-4-(1-hydroxyethyl)pyridine (161871-64-3) → 1-(3-nitropyridin-4-yl)ethanone (161871-65-4)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 14h; Ambient temperature;

DOI:10.1021/jm00007a008

Reference yield:

tributyl(1-ethoxyvinyl)stannane (97674-02-7) + 4-chloro-3-nitropyridine (13091-23-1) → 1-(3-nitropyridin-4-yl)ethanone (161871-65-4)

Guidance literature:

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; Yield given. Multistep reaction; 1.) THF, reflux, 22 h, 2.) THF, 18 h;

DOI:10.1021/jm00007a008

upstream raw materials:

tributyl(1-ethoxyvinyl)stannane

4-chloro-3-nitropyridine

(R,S)-3-nitro-4-(1-hydroxyethyl)pyridine

methyl (4-pyridyl) ketone

Downstream raw materials:

1-(3-aminopyridin-4-yl)ethan-1-one

1,7-naphthyridin-4(1H)-one

4-chloro-[1,7]naphthyridine

Refernces

• 1、 -. "ARYL LINKED IMIDAZOLE AND TRIAZOLE DERIVATIVES AND METHODS OF USE THEREOF FOR IMPROVING THE PHARMACOKINETICS OF A DRUG". Page/Page column 95. . Retrieved 2015/06/03.
• 2、 Stockmann, Vegar,Fiksdahl, Anne. "Synthesis of novel 1,7-naphthyridines by Friedlaender condensation of pyridine substrates". scheme or table. p. 1383 - 1387. Retrieved 2012/01/05.