2,6-bis[((3-hydroxymethylphenyl)thio)methyl]-3-hydroxypyridine p-toluenesulfonate

Base Information

• Chemical Name: 2,6-bis[((3-hydroxymethylphenyl)thio)methyl]-3-hydroxypyridine p-toluenesulfonate
• CAS No.: 384344-24-5
• Molecular Formula: C₂₈H₂₇NO₅S₃
• Molecular Weight: 553.724
• Mol file: 384344-24-5.mol

Synonyms:2,6-bis[((3-hydroxymethylphenyl)thio)methyl]-3-hydroxypyridine p-toluenesulfonate

Chemical Property of 2,6-bis[((3-hydroxymethylphenyl)thio)methyl]-3-hydroxypyridine p-toluenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-bis[((3-hydroxymethylphenyl)thio)methyl]-3-hydroxypyridine p-toluenesulfonate

There total 4 articles about 2,6-bis[((3-hydroxymethylphenyl)thio)methyl]-3-hydroxypyridine p-toluenesulfonate 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: 79.0%

3-mercaptobenzyl alcohol (83794-86-9) + 2,6-bis(chloromethyl)-3-hydroxypyridine p-toluenesulfonate (384344-22-3) → 2,6-bis[((3-hydroxymethylphenyl)thio)methyl]-3-hydroxypyridine p-toluenesulfonate (384344-24-5)

Guidance literature:

3-mercaptobenzyl alcohol; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

2,6-bis(chloromethyl)-3-hydroxypyridine p-toluenesulfonate; With 18-crown-6 ether; In N,N-dimethyl-formamide; at 45 ℃; for 24h;

DOI:10.1016/S0040-4020(01)00871-7

Reference yield:

3-hydroxy-2,6-bis(hydroxymethyl)pyridine hydrochloride (14187-25-8) → 2,6-bis[((3-hydroxymethylphenyl)thio)methyl]-3-hydroxypyridine p-toluenesulfonate (384344-24-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 85 percent / Et₃N / CH₂Cl₂ / 24 h / 25 °C

2.1: 88 percent / Et₃N; MsCl / CH₂Cl₂ / Heating

3.1: K₂CO₃ / dimethylformamide / 0.5 h / 20 °C

3.2: 79 percent / 18-crown-6 / dimethylformamide / 24 h / 45 °C

With potassium carbonate; methanesulfonyl chloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)00871-7

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 2,6-bis[((3-hydroxymethylphenyl)thio)methyl]-3-hydroxypyridine p-toluenesulfonate (384344-24-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 85 percent / Et₃N / CH₂Cl₂ / 24 h / 25 °C

2.1: 88 percent / Et₃N; MsCl / CH₂Cl₂ / Heating

3.1: K₂CO₃ / dimethylformamide / 0.5 h / 20 °C

3.2: 79 percent / 18-crown-6 / dimethylformamide / 24 h / 45 °C

With potassium carbonate; methanesulfonyl chloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)00871-7

upstream raw materials:

3-mercaptobenzyl alcohol

2,6-bis(chloromethyl)-3-hydroxypyridine p-toluenesulfonate

3-hydroxy-2,6-bis(hydroxymethyl)pyridine hydrochloride

p-toluenesulfonyl chloride

Downstream raw materials:

toluene-4-sulfonic acid 2,6-bis-[3-(2,6-bis-phenylsulfanylmethyl-pyridin-3-yloxymethyl)-phenylsulfanylmethyl]-pyridin-3-yl ester