6-Bromo-2,3-dimethoxybenzaldehyde

Base Information

• Chemical Name: 6-Bromo-2,3-dimethoxybenzaldehyde
• CAS No.: 53811-50-0
• Molecular Formula: C9H9BrO3
• Molecular Weight: 245.073
• Hs Code.: 2913000090
• European Community (EC) Number: 675-159-8
• DSSTox Substance ID: DTXSID80405418
• Nikkaji Number: J1.272.438A
• Wikidata: Q82209960
• Mol file: 53811-50-0.mol

Synonyms:6-bromo-2,3-dimethoxybenzaldehyde

Chemical Property of 6-Bromo-2,3-dimethoxybenzaldehyde

Chemical Property:

• PSA: 35.53000
• LogP: 2.27880
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 243.97351
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

95% ^*data from raw suppliers

6-Bromo-2,3-dimethoxybenzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)Br)C=O)OC

Technology Process of 6-Bromo-2,3-dimethoxybenzaldehyde

There total 12 articles about 6-Bromo-2,3-dimethoxybenzaldehyde 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%

6-bromo-2-hydroxy-3-methoxybenzaldehyde (20035-41-0) + methyl iodide (74-88-4) → 6-bromo-2,3-dimethoxybenzaldehyde (53811-50-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 45 ℃; for 2.08333h; Concentration;

Reference yield: 96.0%

6-bromo-2-hydroxy-3-methoxybenzaldehyde (20035-41-0) + dimethyl sulfate (77-78-1) → 6-bromo-2,3-dimethoxybenzaldehyde (53811-50-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 - 120 ℃; for 5h;

Reference yield: 93.0%

2-bromo-5,6-dimethoxybenzaldehyde O-methyloxime (1314031-88-3) → 6-bromo-2,3-dimethoxybenzaldehyde (53811-50-0)

Guidance literature:

With formaldehyd; toluene-4-sulfonic acid; In tetrahydrofuran; water; at 100 ℃; for 0.25h; Microwave irradiation;

DOI:10.1021/jo200853j

upstream raw materials:

6-bromo-2-hydroxy-3-methoxybenzaldehyde

dimethyl sulfate

6-bromo-2,3-dihydroxybenzaldehyde

2-acetoxy-3-methoxybenzaldehyde

Downstream raw materials:

N-(6'-bromo-2',3'-dimethoxybenzal)-6,7-methylenedioxy-1-naphthylamine

N-(6-bromo-2,3-dimethoxybenzylidene)-6,7-(methylenedioxy)-1-naphthylamine

6-bromo-2,3-dimethoxybenzoic acid

(6-bromo-2,3-dimethoxyphenyl)methanol

Refernces

• 1、 -. "Fibrauretine synthetic method (by machine translation)". . . Retrieved 2018/09/21.
• 2、 Gatland, Alice E.,Pilgrim, Ben S.,Procopiou, Panayiotis A.,Donohoe, Timothy J.. "Short and efficient syntheses of protoberberine alkaloids using palladium-catalyzed enolate arylation". supporting information. p. 14555 - 14558. Retrieved 2015/02/19.