BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)-

Base Information

• Chemical Name: BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)-
• CAS No.: 174227-14-6
• Molecular Formula: C25H25N5O5S
• Molecular Weight: 507.57
• Hs Code.: 2935909550
• Mol file: 174227-14-6.mol

Synonyms:BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)-;Bosentan USP RC B;Bosentan IMpurity D;Bosentan Related CoMpound B;N-[1,6-Dihydro-5-(2-methoxyphenoxy)-6-oxo[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl)benzenesulfonamide;Bosentan Related Compound B (15 mg) (4-(tert-butyl)-N-[6-hydroxy-5-(2-methoxyphenoxy)-(2,2'-bipyrimidin)-4-yl]benzenesulfonamide);O-Deshydroxyethyl Bosentan;Bosentan USP Related Compound B: 4-(tert-Butyl)-N-[6-hydroxy-5-(2-methoxyphenoxy)-(2,2'-bipyrimidin)-4-yl]benzenesulfonamide

Chemical Property of BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)-

Chemical Property:

• PSA: 144.80000
• LogP: 5.69220
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

NLT 98% ^*data from raw suppliers

O-DeshydroxyethylBosentan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: O-Deshydroxyethyl Bosentan (Bosentan USP Related Compound B) is an impurity of Bosentan (B675900); a mixed endothelin receptor antagonist. Used as a vasodilator and antihypertensive.

Technology Process of BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)-

There total 17 articles about BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)- 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: 90.0%

4-tert-butyl-N-(6-chloro-5-(2-methoxyphenoxy)2,2'-bipyrimidin-4-yl)benzene sulfonamide (150727-06-3) → p-tert-butyl-N-[6-hydroxy-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzenesulfonamide (174227-14-6)

Guidance literature:

With sodium hydroxide; In water; dimethyl sulfoxide; toluene; at 110 ℃; for 13h;

DOI:10.2174/1570178611310050011

Reference yield:

ethylene glycol (107-21-1) + 4-tert-butyl-N-(6-chloro-5-(2-methoxyphenoxy)2,2'-bipyrimidin-4-yl)benzene sulfonamide (150727-06-3) → p-tert-butyl-N-[6-hydroxy-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzenesulfonamide (174227-14-6) + bosentan (147536-97-8,174227-18-0)

Guidance literature:

ethylene glycol; With sodium hydroxide; In tetrahydrofuran; at 50 ℃; for 0.5h;

4-tert-butyl-N-(6-chloro-5-(2-methoxyphenoxy)2,2'-bipyrimidin-4-yl)benzene sulfonamide; In tetrahydrofuran; at 50 - 65 ℃; for 12h;

Reference yield:

sodium 2-hydroxyethoxide (7388-28-5,10604-71-4,24768-69-2,26915-75-3,50856-01-4,92004-30-3) + 4-tert-butyl-N-(6-chloro-5-(2-methoxyphenoxy)2,2'-bipyrimidin-4-yl)benzene sulfonamide (150727-06-3) → p-tert-butyl-N-[6-hydroxy-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzenesulfonamide (174227-14-6) + bosentan (147536-97-8,174227-18-0)

Guidance literature:

In water; isopropyl alcohol; at 115 ℃; for 5h;

upstream raw materials:

ethylene glycol

4-tert-butyl-N-(6-chloro-5-(2-methoxyphenoxy)2,2'-bipyrimidin-4-yl)benzene sulfonamide

bosentan

sodium 2-hydroxyethoxide

Downstream raw materials:

bosentan

bosentan monohydrate

4-tert-butyl-N-(5-(2-methoxyphenoxy)-6-(2-oxoethoxy)-2,2′-bipyrimidin-4-yl)benzenesulfonamide

methyl 2-(6-(4-tert-butylphenylsulfonamido)-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yloxy)acetate

Refernces

• 1、 Rebelli, Pradeep,Yerrabelly, Jayaprakash Rao,Yalamanchili, Bharathi Kumari,Kommera, Rajashekar,Ghojala, Venkat Reddy,Bairy, Kondal Reddy. "New approaches to endothelin receptor antagonist-bosentan". . p. 364 - 368. Retrieved 2013/07/26.
• 2、 -. "PROCESS FOR THE PREPARATION OF BOSENTAN". . . Retrieved 2012/03/08.