4-Hydroxy-alpha-phenylimino-m-toluenesulfonic acid

Base Information

• Chemical Name: 4-Hydroxy-alpha-phenylimino-m-toluenesulfonic acid
• CAS No.: 98111-83-2
• Molecular Formula: C13H11NO4S
• Molecular Weight: 277.3
• Hs Code.: 2925290090
• European Community (EC) Number: 654-022-6
• Nikkaji Number: J308.027G
• Mol file: 98111-83-2.mol

Synonyms:5-SULFOSALICYLIDENE ANILINE;4-Hydroxy-alpha-phenylimino-m-toluenesulfonic acid;SCHEMBL12416621;MFCD00024963;AKOS024333252;(E)-4-hydroxy-3-((phenylimino)methyl)benzenesulfonic acid;4-Hydroxy-3-((E)-2-phenylamino-vinyl)-benZenesulfonic acid

Chemical Property of 4-Hydroxy-alpha-phenylimino-m-toluenesulfonic acid

Chemical Property:

• PSA: 95.34000
• LogP: 3.47030
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 277.04087901
• Heavy Atom Count: 19
• Complexity: 409

Purity/Quality:

99% ^*data from raw suppliers

4-HYDROXY-ALPHA-PHENYLIMINO-M-TOLUENESULFONIC ACID Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N=CC2=C(C=CC(=C2)S(=O)(=O)O)O

Technology Process of 4-Hydroxy-alpha-phenylimino-m-toluenesulfonic acid

There total 5 articles about 4-Hydroxy-alpha-phenylimino-m-toluenesulfonic acid 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:

N-phenylsalicylaldimine (779-84-0) → salicy-3sulfonic acid + N-(2-hydroxybenzylidene)aniline-5-sulfonic acid (98111-83-2)

Guidance literature:

With sulfuric acid; at 70 - 80 ℃; for 1.5h;

DOI:10.1021/ja00382a027

Reference yield:

salicylaldehyde (90-02-8) → N-(2-hydroxybenzylidene)aniline-5-sulfonic acid (98111-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / Reflux

2: sulfuric acid / 90 °C

With sulfuric acid; In ethanol;

DOI:10.1016/j.catcom.2016.08.010

Reference yield:

aniline (62-53-3) → N-(2-hydroxybenzylidene)aniline-5-sulfonic acid (98111-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / Reflux

2: sulfuric acid / 90 °C

With sulfuric acid; In ethanol;

DOI:10.1016/j.catcom.2016.08.010

upstream raw materials:

N-phenylsalicylaldimine

sulfuric acid

salicylaldehyde

aniline

Downstream raw materials:

5-sulpho-2-hydroxybenzaldehyde

aniline

sodium 2-hydroxybenzaldehyde-5-sulfonate

Refernces

• 1、 Shahnaz, Nasifa,Puzari, Amlan,Paul, Bidisha,Das, Pankaj. "Activation of aryl chlorides in water for Suzuki coupling with a hydrophilic salen-Pd(II) catalyst". . p. 55 - 58. Retrieved 2016/08/18.
• 2、 Sunamoto, Junzo,Iwamoto, Kiyoshi,Akutagawa, Masashi,Nagase, Masahiro,Kondo, Hiroki. "Rate Control by Restricting Mobility of Substrate in Specific Reaction Field. Negative Photochromism of Water-Soluble Spiropyran in AOT Reversed Micelles". . p. 4904 - 4907. Retrieved 2007/10/02.