2-Hydroxy-5-methyl-3-nitropyridine

Base Information

• Chemical Name: 2-Hydroxy-5-methyl-3-nitropyridine
• CAS No.: 7464-14-4
• Molecular Formula: C6H6N2O3
• Molecular Weight: 154.125
• Hs Code.: 2933399090
• Mol file: 7464-14-4.mol

Synonyms:2-Pyridinol,5-methyl-3-nitro- (6CI,8CI);NSC 403369;

Chemical Property of 2-Hydroxy-5-methyl-3-nitropyridine

Chemical Property:

• Appearance/Colour: WHITE TO YELLOW TO BROWN POWDER, CRYSTALS OR .
• Vapor Pressure: 3.63E-05mmHg at 25°C
• Melting Point: 179 °C (dec.)(lit.)
• Refractive Index: 1.567
• Boiling Point: 353.3 °C at 760 mmHg
• Flash Point: 167.4 °C
• PSA: 78.94000
• Density: 1.36 g/cm³
• LogP: 1.52700
• Storage Temp.: 2-8°C
• Solubility.: soluble in Dimethylformamide

Purity/Quality:

98%, ^*data from raw suppliers

2-Hydroxy-5-methyl-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 2-Hydroxy-5-methyl-3-nitropyridine may be used in the preparation of 2-chloro-5-methyl-3-nitropyridine via chlorination, using thionyl chloride. It may also be used is preparing proteasome inhibitors containing 5-methylpyridin-2(1H)-one moiety.

Technology Process of 2-Hydroxy-5-methyl-3-nitropyridine

There total 6 articles about 2-Hydroxy-5-methyl-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: 61.9%

(5-methyl-pyridin-2-yl)amine (1603-41-4) → 2-hydroxy-5-methyl-3-nitropyridine (7464-14-4)

Guidance literature:

(5-methyl-pyridin-2-yl)amine; With sulfuric acid; nitric acid; at 0 - 5 ℃; for 2h;

With water; sodium nitrite; for 4h; Cooling with ice;

Reference yield:

5-methyl-pyridin-2-ol (1003-68-5,91914-06-6) → 2-hydroxy-5-methyl-3-nitropyridine (7464-14-4)

Guidance literature:

With sulfuric acid; nitric acid; In water; at 60 ℃; for 18h;

DOI:10.1016/j.bmcl.2013.03.119

Reference yield:

propionaldehyde (123-38-6) + 3-methyl-5-nitro-4(3H)-pyrimidinone (17758-33-7) → 5-methyl-3-nitropyridin-2(1H)-one (7464-14-4)

Guidance literature:

With ammonium acetate; In methanol; at 65 ℃; for 72h; Yield given;

DOI:10.1039/a704354f

upstream raw materials:

(5-methyl-pyridin-2-yl)amine

5-methyl-pyridin-2-ol

propionaldehyde

3-methyl-5-nitro-4(3H)-pyrimidinone

Downstream raw materials:

C₂₁H₂₆N₄O₅

C₂₁H₂₇N₅O₃

C₁₆H₁₈N₄O₃

C₁₆H₁₉N₅O

Refernces

• 1、 Chun, Kwangwoo,Park, Ji-Seon,Lee, Han-Chang,Kim, Young-Ha,Ye, In-Hea,Kim, Kang-Jeon,Ku, Il-Whea,Noh, Min-Young,Cho, Goang-Won,Kim, Heejaung,Kim, Seung Hyun,Kim, Jeongmin. "Synthesis and evaluation of 8-amino-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one derivatives as glycogen synthase kinase-3 (GSK-3) inhibitors". . p. 3983 - 3987. Retrieved 2013/07/27.
• 2、 Francotte, Pierre,Tullio, Pascal de,Podona, Tchao,Diouf, Ousmane,Fraikin, Pierre,Lestage, Pierre,Danober, Laurence,Thomas, Jean-Yves,Caignard, Daniel-Henri,Pirotte, Bernard. "Synthesis and pharmacological evaluation of a second generation of pyridothiadiazine 1,1-dioxides acting as AMPA potentiators". scheme or table. p. 9948 - 9956. Retrieved 2009/04/05.