4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide

Base Information

• Chemical Name: 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide
• CAS No.: 150727-06-3
• Molecular Formula: C25H24ClN5O4S
• Molecular Weight: 526.016
• Hs Code.: 2935909550
• European Community (EC) Number: 687-550-0
• UNII: 6ZB6RG7BMX
• DSSTox Substance ID: DTXSID80456425
• Nikkaji Number: J3.310.194E
• Mol file: 150727-06-3.mol

Synonyms:150727-06-3;4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide;N-[6-chloro-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl)-benzenesulfonamide;6ZB6RG7BMX;UNII-6ZB6RG7BMX;4-tert-butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2-pyrimidin-2-ylpyrimidin-4-yl]benzenesulfonamide;N-[6-Chloro-5-(2-methoxyphenoxy)-(2,2-bipyrimidine)4-4-yl]-(1,1-dimethylethyl)-benzenesulfonamide;MFCD09751194;N-[6-chloro-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl)benzenesulfonamide;4-tert-butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl]benzenesulfonamide;Benzenesulfonamide, N-(6-chloro-5-(2-methoxyphenoxy)(2,2'-bipyrimidin)-4-yl)-4-(1,1-dimethylethyl)-;Benzenesulfonamide,N-[6-chloro-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl)-;N-(6-Chloro-5-(2-methoxyphenoxy)(2,2'-bipyrimidin)-4-yl)-4-(1,1-dimethylethyl)benzenesulfonamide;C25H24ClN5O4S;Chloro Bosentan;Benzenesulfonamide, N-[6-chloro-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl)-;SCHEMBL617288;DTXSID80456425;AMY10915;BCP08843;CS-M1819;AKOS015966862;AC-4273;CS-O-07399;SB60407;AS-15861;SY101923;FT-0656619;A26242;W-205709;4-tert-Butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidine-4-yl]benzenesulfonamide;4- tert-Butyl-N-[6-chloro5-(2-methoxyphenoxy) [2,2]-bipyrimidinyl-4-yl]-benzene sulfonamide;4-(tert-Butyl)-N-[6-chloro-5-(2-methoxyphenoxy)-[2,2 inverted exclamation mark -bipyrimidin]-4-yl]benzenesulfonamide;4-t-butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzenesulfonamide;4-tert-butyl-N-[6-chloro-5-(2-methoxy-phenoxy) -[2,2']bipyrimidinyl-4-yl]-benzenesulfonamide;4-Tert-Butyl-N-[6-Chloro-5-(2-Methoxy-Phenoxy)-[2,2']Bipyrimidinyl-4-yl]-Benzenesulfonamide;4-tert-butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-pyrimidin-4-yl]-benzenesulfonamide;4-tert-butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzene-1-sulfonamide1 (N-2);4-tert-Butyl-N-[6-chloro-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]benzene-1-sulfonamide;4-tert.-butyl-N-[6-chloro-5-(o-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimi-dinyl]benzene sulfonamide;4-tert.-butyl-N-[6-chloro-5-(o-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzene sulfonamide;4-tert.-butyl-N-[6-chloro-5-(o-methoxyphenoxy)-2-(2-pyrimidinyl)4-pyrimidinyl]benzene sulfonamide;Benzenesulfonamide, N-[6-chloro-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl);Benzenesulfonamide,N-[6-chloro-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl)-(bosentan intermediate);N-[6-chloro-5-(2-methoxyphenoxy)-[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethyl-ethyl)-benzenesulfonamide;N-[6-Chloro-5-(2-methoxyphenoxy)-[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl)benzenesulfonamide;N-{6-chloro-2-(2-pyrimidyl)-5-(2-methoxyphenoxy)pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide;p-tert-Butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzenesulfonamide

Chemical Property of 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide

Chemical Property:

• Appearance/Colour: light pale yellow sold
• Melting Point: 212-214 °C
• Boiling Point: 680.199 °C at 760 mmHg
• PKA: 3.67±0.10(Predicted)
• Flash Point: 365.171 °C
• PSA: 124.57000
• Density: 1.366 g/cm³
• LogP: 6.64000
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 525.1237531
• Heavy Atom Count: 36
• Complexity: 793

Purity/Quality:

99% ^*data from raw suppliers

N-[6-Chloro-5-(2-methoxyphenoxy)-(2,2-bipyrimidine)4-4-yl]-(1,1-dimethylethyl)-benzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)S(=O)(=O)NC2=C(C(=NC(=N2)C3=NC=CC=N3)Cl)OC4=CC=CC=C4OC
• Uses: An intermediate of Bosentan, which is a mixed endothelin receptor antagonist An intermediate of Bosentan, which is a mixed endothelin receptor antagonist. Bosentan USP Related Compound A.

Technology Process of 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide

There total 17 articles about 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)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: 100.0%

4-tert-butylbenzenesulphonamide (6292-59-7) + 4,6-dichloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidine (150728-13-5) → 4-tert-butyl-N-(6-chloro-5-(2-methoxyphenoxy)2,2'-bipyrimidin-4-yl)benzene sulfonamide (150727-06-3)

Guidance literature:

4-tert-butylbenzenesulphonamide; 4,6-dichloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidine; With potassium carbonate; In acetonitrile; at 25 - 83 ℃; Large scale reaction;

Large scale reaction;

DOI:10.1021/op200197z

Reference yield: 97.0%

4-tert-butylbenzenesulphonamide (6292-59-7) + C15H11ClN4O3 (1268612-27-6) → 4-tert-butyl-N-(6-chloro-5-(2-methoxyphenoxy)2,2'-bipyrimidin-4-yl)benzene sulfonamide (150727-06-3)

Guidance literature:

4-tert-butylbenzenesulphonamide; With potassium carbonate; In toluene; at 50 ℃; for 0.5h; Large scale;

C₁₅H₁₁ClN₄O₃; In toluene; at 110 ℃; for 10h; Large scale;

DOI:10.1055/s-0033-1340281

Reference yield:

5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)tetrahydropyrimidine-4,6-dione (329923-17-3) + 4-tert-butylbenzenesulphonamide (6292-59-7) → 4-tert-butyl-N-(6-chloro-5-(2-methoxyphenoxy)2,2'-bipyrimidin-4-yl)benzene sulfonamide (150727-06-3)

Guidance literature:

5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)tetrahydropyrimidine-4,6-dione; With trichlorophosphate; In toluene; for 0.5h;

4-tert-butylbenzenesulphonamide; With sodium carbonate; In N,N-dimethyl-formamide; at 110 - 115 ℃;

upstream raw materials:

4,6-dichloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidine

4-tert-butylbenzenesulphonamide

2-methoxy-phenol

(2-methoxyphenoxy)-malonic acid dimethyl ester

Downstream raw materials:

bosentan

d4-4-tert-butyl-N-[6-(2-hydroxy-ethoxy)-5-(2-methoxy-phenoxy)-[2,2']bipyrimidinyl-4-yl]-benzenesulfonamide

p-tert-butyl-N-[6-hydroxy-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzenesulfonamide

bosentan potassium

Refernces

• 1、 -. "A method for the treatment of pulmonary arterial hypertension drug preparation method". Paragraph 0135-0137. . Retrieved 2017/10/07.
• 2、 Raju, K. Rajasekhara,Reddy, B. Shankar,Somannavar,Sinha,Babu, P. N. Kishore,Raju, K. Mohana. "Improved Large-Scale Synthesis of Bosentan Monohydrate". . p. 481 - 491. Retrieved 2016/11/09.