3,4-Dimethoxypyridine

Base Information

• Chemical Name: 3,4-Dimethoxypyridine
• CAS No.: 109613-93-6
• Molecular Formula: C7H9 N O2
• Molecular Weight: 139.154
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40356199
• Nikkaji Number: J714.491A
• Wikidata: Q82135434
• Mol file: 109613-93-6.mol

Synonyms:3,4-dimethoxypyridine;109613-93-6;Pyridine, 3,4-dimethoxy-;SCHEMBL2538708;Pyridine,3,4-dimethoxy-(9CI);DTXSID40356199;MFCD04037427;AKOS015909805;DS-13361;CS-0089788;FT-0646858;F19595;A894991;Q-200343

Chemical Property of 3,4-Dimethoxypyridine

Chemical Property:

• Vapor Pressure: 0.413mmHg at 25°C
• Boiling Point: 202.6oC at 760 mmHg
• Flash Point: 72.9oC
• PSA: 31.35000
• Density: 1.064g/cm3
• LogP: 1.09880
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 139.063328530
• Heavy Atom Count: 10
• Complexity: 97.6

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dimethoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=NC=C1)OC
• Uses: 3,4-Dimethoxypyridine is used in the total synthesis of endothelin-converting enzyme antagonist.

Technology Process of 3,4-Dimethoxypyridine

There total 11 articles about 3,4-Dimethoxypyridine 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: 65.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3-hydroxy-4-methoxypyridine (153199-54-3) → 3,4-dimethoxypyridine (109613-93-6)

Guidance literature:

With tetrafluoroboric acid; In diethyl ether; dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)81920-7

Reference yield: 52.0%

2-chloro-3,4-dimethoxypyridine (101664-59-9) → 3,4-dimethoxypyridine (109613-93-6) + 3,3',4,4'-tetramethoxy-2,2'-bipyridine (101664-55-5)

Guidance literature:

With triphenylphosphine; potassium iodide; nickel dichloride; zinc; In N,N-dimethyl-formamide; at 50 ℃; for 12h;

Reference yield: 49.0%

3,4-dihydroxypyridine (10182-48-6) + diazomethyl-trimethyl-silane (18107-18-1) → 3,4-dimethoxypyridine (109613-93-6)

Guidance literature:

In methanol; hexane; dichloromethane; at 25 ℃; for 5h;

DOI:10.1016/j.tetlet.2010.10.119

upstream raw materials:

diazomethane

3-hydroxy-4-methoxypyridine

2-chloro-3,4-dimethoxypyridine

4-methoxypyridine

Downstream raw materials:

2-chloro-3,4-dimethoxypyridine

3,3',4,4'-tetramethoxy-2,2'-bipyridine

WS75624 B

3,4-dimethoxypicolinic acid

Refernces

• 1、 Catalani, Maria Pia,Paio, Alfredo,Perugini, Lorenzo. "First synthesis of 4-chloro-2,2-difluoro[1,3]dioxole[4,5-c]pyridine". scheme or table. p. 6783 - 6785. Retrieved 2011/02/24.
• 2、 Trecourt, Francois,Mallet, Marc,Mongin, Olivier,Gervais, Bruno,Queguiner, Guy. "New Synthesis of Orelline by Metalation of Methoxypyridines". . p. 8373 - 8380. Retrieved 2007/10/02.