N-(2-FORMYL-4,5-DIMETHOXY-PHENYL)-4-METHYL-BENZENESULFONAMIDE

Base Information

• Chemical Name: N-(2-FORMYL-4,5-DIMETHOXY-PHENYL)-4-METHYL-BENZENESULFONAMIDE
• CAS No.: 886499-20-3
• Molecular Formula: C₁₆H₁₇NO₅S
• Molecular Weight: 335.381
• Mol file: 886499-20-3.mol

Synonyms:N-(2-formyl-4,5-dimethoxyphenyl)-4-methylbenzenesulfonamide

Chemical Property of N-(2-FORMYL-4,5-DIMETHOXY-PHENYL)-4-METHYL-BENZENESULFONAMIDE

Chemical Property:

Purity/Quality:

N-(2-Formyl-4,5-dimethoxyphenyl)-4-methylbenzenesulfonamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-FORMYL-4,5-DIMETHOXY-PHENYL)-4-METHYL-BENZENESULFONAMIDE

There total 10 articles about N-(2-FORMYL-4,5-DIMETHOXY-PHENYL)-4-METHYL-BENZENESULFONAMIDE 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: 97.0%

2-amino-4,5-dimethoxybenzaldehyde (22608-87-3) + p-toluenesulfonyl chloride (98-59-9) → N-(2-formyl-4,5-dimethoxyphenyl)-4-methylbenzenesulfonamide (886499-20-3)

Guidance literature:

With pyridine; In chloroform; at 20 ℃; for 10h;

DOI:10.1016/j.tetlet.2015.05.004

Reference yield: 70.0%

N-(2-hydroxymethyl-4,5-dimethoxyphenyl)-4-methylbenzenesulfonamide (871563-17-6) → N-(2-formyl-4,5-dimethoxyphenyl)-4-methylbenzenesulfonamide (886499-20-3)

Guidance literature:

With pyridinium chlorochromate; In 1,2-dichloro-ethane; at 20 ℃; for 1h; Molecular sieve;

DOI:10.1002/ejoc.202100021

Reference yield:

2-Amino-4,5-dimethoxybenzoic acid (5653-40-7) → N-(2-formyl-4,5-dimethoxyphenyl)-4-methylbenzenesulfonamide (886499-20-3)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 24 h / Reflux

2: pyridine / dichloromethane / 3 h / 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

4: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C

With pyridine; lithium aluminium tetrahydride; sulfuric acid; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo402132p

upstream raw materials:

2-Amino-4,5-dimethoxybenzoic acid

methyl 2-amino-4,5-dimethoxybenzoate

methyl 4,5-dimethoxy-2-(p-toluenesulfonamido)benzoate

N-(2-hydroxymethyl-4,5-dimethoxyphenyl)-4-methylbenzenesulfonamide

Downstream raw materials:

N-(4,5-dimethoxy-2-(hydroxy(phenyl)methyl)phenyl)-4-methylbenzenesulfonamide

4-[5,6-dimethoxy-1-(4-methylphenylsulfonyl)-3-phenyl-1H-2-indolyl]-2-butanone

7,8-dimethoxy-1-tosyl-1H-benzo[b]azepin-3(2H)-one

N-(2-Formyl-4,5-dimethoxyphenyl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide

Refernces

• 1、 Giustiniano, Mariateresa,Pelliccia, Sveva,Sangaletti, Luca,Meneghetti, Fiorella,Amato, Jussara,Novellino, Ettore,Tron, Gian Cesare. "Amphoteric 2-(sulfonylamino)benzaldehydes, secondary amines and isocyanides in the multicomponent synthesis of elusive N-alkyl-2,3-diaminoindoles". . p. 4264 - 4268. Retrieved 2017/10/11.
• 2、 Bakthadoss, Manickam,Devaraj, Anthonisamy. "Diastereoselective construction of highly functionalized tetrahydroquinolinoisoxazole scaffolds via intramolecular nitrone cycloaddition". . p. 3954 - 3960. Retrieved 2015/06/08.