2-Ethyl-3-hydroxy-6-methylpyridine

Base Information

• Chemical Name: 2-Ethyl-3-hydroxy-6-methylpyridine
• CAS No.: 2364-75-2
• Deprecated CAS: 123939-43-5
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 2933399090
• European Community (EC) Number: 680-170-6
• UNII: V247P5H4E1
• DSSTox Substance ID: DTXSID40178313
• Nikkaji Number: J153.925F
• Wikipedia: Emoxypine
• Wikidata: Q4532982
• ChEMBL ID: CHEMBL3338326
• Mol file: 2364-75-2.mol

Synonyms:2-ethyl-6-methyl-3-hydroxypyridine;2-ethyl-6-methyl-3-oxypyridine;6-methyl-2-ethyl-3-hydroxypyridine;6-methyl-2-ethyl-3-hydroxypyridine hydrochloride;6-methyl-2-ethyl-3-hydroxypyridine monohydrochloride;emoxipin;emoxipine;emoxypin;emoxypine;Epigid;hydroxypyridine-6

Chemical Property of 2-Ethyl-3-hydroxy-6-methylpyridine

Chemical Property:

• Vapor Pressure: 0.0022mmHg at 25°C
• Melting Point: 136-138 °C
• Refractive Index: 1.536
• Boiling Point: 280.6 °C at 760 mmHg
• PKA: 10.59±0.10(Predicted)
• Flash Point: 123.5 °C
• PSA: 33.12000
• Density: 1.053 g/cm³
• LogP: 1.65800
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

Emoxipine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(C=CC(=N1)C)O
• Uses: An antidepressant agent. An antidepressant

Technology Process of 2-Ethyl-3-hydroxy-6-methylpyridine

There total 10 articles about 2-Ethyl-3-hydroxy-6-methylpyridine 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: 96.2%

5-methyl-2-propionylfuran (10599-69-6) → emoxypine (2364-75-2)

Guidance literature:

With ammonia; toluene-4-sulfonic acid; at 170 ℃; for 5h; under 10501.1 Torr; Temperature; Pressure; Autoclave;

Reference yield: 90.0%

2-ethyl-6-methylpyridin-3-amine (1344663-48-4) → emoxypine (2364-75-2)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 0 ℃; Reflux;

DOI:10.1021/ol202597b

Reference yield:

2-methyl-5-nitropyridine (21203-68-9) → emoxypine (2364-75-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: carbamide peroxide; trifluoroacetic anhydride / dichloromethane / 0 - 20 °C

2.1: tetrahydrofuran / -60 °C / Inert atmosphere

2.2: -60 - 20 °C / Inert atmosphere

3.1: iron; acetic acid / 5 h / 110 °C

4.1: sulfuric acid; sodium nitrite / water / 0 °C / Reflux

With sulfuric acid; carbamide peroxide; iron; acetic acid; trifluoroacetic anhydride; sodium nitrite; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ol202597b

upstream raw materials:

5-methyl-2-propionylfuran

1-(5-methyl-2-furyl)propylamine

2-methylfuran

1-(5-methyl-[2]furyl)-propan-1-one oxime

Downstream raw materials:

mexidol

C₁₆H₁₇Cl₂NO₂

N-(3-Dimethylamino-propyl)-2-(2-ethyl-6-methyl-pyridin-3-yloxy)-acetamide

Refernces

• 1、 Zhang, Fang,Duan, Xin-Fang. "Facile one-pot direct arylation and alkylation of nitropyridine N -oxides with grignard reagents". . p. 6102 - 6105. Retrieved 2012/01/06.