2,6-Dimethoxyisonicotinaldehyde

Base Information

• Chemical Name: 2,6-Dimethoxyisonicotinaldehyde
• CAS No.: 52606-01-6
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20376653
• Wikidata: Q72468498
• Mol file: 52606-01-6.mol

Synonyms:2,6-Dimethoxyisonicotinaldehyde;52606-01-6;2,6-dimethoxypyridine-4-carbaldehyde;2,6-Dimethoxypyridine-4-carboxaldehyde;PTC124(Ataluren);4-Pyridinecarboxaldehyde, 2,6-dimethoxy-;SCHEMBL1618933;DTXSID20376653;VVFYKYAJHFLXGP-UHFFFAOYSA-N;AMY30396;MFCD06410685;AKOS006294575;AB24831;CS-0195728;FT-0646289;E89991;A829171

Chemical Property of 2,6-Dimethoxyisonicotinaldehyde

Chemical Property:

• Vapor Pressure: 0.00786mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 268.1 °C at 760 mmHg
• Flash Point: 115.9 °C
• PSA: 48.42000
• Density: 1.174 g/cm³
• LogP: 0.91130
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dimethoxypyridine-4-carbaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=N1)OC)C=O

Technology Process of 2,6-Dimethoxyisonicotinaldehyde

There total 7 articles about 2,6-Dimethoxyisonicotinaldehyde 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: 68.0%

(2,6-dimethoxypyridine-4-yl)-methanol (52606-06-1) → 2,6-dimethoxy-4-pyridinecarboxaldehyde (52606-01-6)

Guidance literature:

With manganese(IV) oxide; In chloroform; at 20 ℃; for 12h;

DOI:10.1039/c5cc01261a

Reference yield:

citrazinic acid (99-11-6) → 2,6-dimethoxy-4-pyridinecarboxaldehyde (52606-01-6)

Guidance literature:

Reference yield:

2,6-dichloropyridine-4-carboxylic acid (5398-44-7) → 2,6-dimethoxy-4-pyridinecarboxaldehyde (52606-01-6)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 1 h / Reflux

2: N,N-dimethyl-formamide / 12 h / Reflux

3: sodium tetrahydroborate / 1,4-dioxane / 1 h / Reflux

4: manganese(IV) oxide / chloroform / 12 h / 20 °C

With manganese(IV) oxide; sodium tetrahydroborate; sulfuric acid; In 1,4-dioxane; chloroform; N,N-dimethyl-formamide;

DOI:10.1039/c5cc01261a

upstream raw materials:

citrazinic acid

2,6-dichloropyridine-4-carboxylic acid

methyl 2,6-dichloroisonicotinate

(2,6-dimethoxypyridine-4-yl)-methanol

Downstream raw materials:

1-(2,6-dimethoxypyrid-4-yl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione

Refernces

• 1、 Erbas-Cakmak, Sundus,Cakmak, Fatma Pir,Topel, Seda Demirel,Uyar, Taha Bilal,Akkaya, Engin U.. "Selective photosensitization through an and logic response: Optimization of the pH and glutathione response of activatable photosensitizers". . p. 12258 - 12261. Retrieved 2015/07/27.
• 2、 Stogryn. "5 Hetarylmethylene 2,4 diaminopyrimidines". . p. 251 - 253. Retrieved 2007/10/07.