4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide
- Product Name
- 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide
- CAS No.
- 150727-06-3
- Chemical Name
- 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide
- Synonyms
- Bosentan USP RC A;BenzenesulfonaMide(II);Bosentan EP Impurity-A;Bosentan Intermediate 2;bosentan intermediate(II);Bosentan Related CoMpound A;Bosentan Related Compound 3;Bosentan USP Related CoMpound A;4-tert-Butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2-(2;Bosentan Impurity 10(Bosentan USP Related Compound A)
- CBNumber
- CB5500707
- Molecular Formula
- C25H24ClN5O4S
- Formula Weight
- 526.01
- MOL File
- 150727-06-3.mol
4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide Property
- Melting point:
- 212-214°C
- Boiling point:
- 676.7±65.0 °C(Predicted)
- Density
- 1.348±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly, Heated)
- form
- Solid
- pka
- 3.67±0.10(Predicted)
- color
- White to Pale Yellow
- InChI
- InChI=1S/C25H24ClN5O4S/c1-25(2,3)16-10-12-17(13-11-16)36(32,33)31-22-20(35-19-9-6-5-8-18(19)34-4)21(26)29-24(30-22)23-27-14-7-15-28-23/h5-15H,1-4H3,(H,29,30,31)
- InChIKey
- XKISWHVJIZSPSC-UHFFFAOYSA-N
- SMILES
- C1(S(NC2C(OC3=CC=CC=C3OC)=C(Cl)N=C(C3=NC=CC=N3)N=2)(=O)=O)=CC=C(C(C)(C)C)C=C1
Safety
- HS Code
- 2935909550
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- C368750
- Product name
- N-[6-Chloro-5-(2-methoxyphenoxy)-(2,2-bipyrimidine)4-4-yl]-(1,1-dimethylethyl)-benzenesulfonamide
- Packaging
- 100mg
- Price
- $1070
- Updated
- 2021/12/16
- Product number
- FC20113
- Product name
- N-[6-Chloro-5-(2-methoxyphenoxy)-(2,2-bipyrimidine)4-4-yl]-(1,1-dimethylethyl)-benzenesulfonamide
- Packaging
- 10g
- Price
- $60
- Updated
- 2021/12/16
- Product number
- FC20113
- Product name
- N-[6-Chloro-5-(2-methoxyphenoxy)-(2,2-bipyrimidine)4-4-yl]-(1,1-dimethylethyl)-benzenesulfonamide
- Packaging
- 25g
- Price
- $125
- Updated
- 2021/12/16
- Product number
- FC20113
- Product name
- N-[6-Chloro-5-(2-methoxyphenoxy)-(2,2-bipyrimidine)4-4-yl]-(1,1-dimethylethyl)-benzenesulfonamide
- Packaging
- 50g
- Price
- $200
- Updated
- 2021/12/16
- Product number
- 093075
- Product name
- 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $213
- Updated
- 2021/12/16
4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide Chemical Properties,Usage,Production
Chemical Properties
Light Pale Yellow Sold
Uses
An intermediate of Bosentan, which is a mixed endothelin receptor antagonist. Bosentan USP Related Compound A.
Synthesis
6292-59-7
150728-13-5
150727-06-3
In a flask equipped with a mechanical stirrer, thermometer, reflux condenser, dropping funnel and heating jacket, a solution of 4,6-dichloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidine (105 g) and 4-(tert-butyl)benzenesulfonamide (64.1 g, 0.30 mol) in DMSO (525 mL) was added. To this suspension was added potassium carbonate (83 g, 0.60 mol). The reaction mixture was heated to 100-105 °C under stirring and maintained for 3-4 hours. The reaction progress was monitored by HPLC. After completion of the reaction, the solution was cooled to 20-25 °C. Water (875 mL) was added slowly dropwise over 10-15 minutes and stirring was continued for 1 hour. The precipitated solid was collected by filtration, washed with water (2 x 350 mL) and subsequently transferred to a mortar. Water (800 mL) and concentrated hydrochloric acid (50 mL) were added and stirred for 30 minutes. The precipitated solid was collected by filtration again and washed with water (2 × 200 mL) and acetone (2 × 175 mL) sequentially. The solid was dried under reduced pressure at 40±2 °C for 16-24 h to afford the milky white solid product N-[6-chloro-5-(2-methoxyphenoxy)[2,2'-dipyrimidin]-4-yl]-4-tert-butylbenzenesulfonamide in a yield of 157.8-158.7 g (100% yield).
References
[1] Organic Process Research and Development, 2011, vol. 15, # 6, p. 1382 - 1387
[2] Patent: WO2014/104904, 2014, A1. Location in patent: Page/Page column 13; 14
[3] Organic Process Research and Development, 2013, vol. 17, # 8, p. 1021 - 1026
[4] Patent: WO2012/73135, 2012, A1. Location in patent: Page/Page column 10
[5] Patent: WO2013/57545, 2013, A1. Location in patent: Paragraph 15
4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide Preparation Products And Raw materials
Raw materials
Preparation Products
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- Product
- Bosentan Impurity 3 150727-06-3
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 95
- Supply Ability
- 100000
- Release date
- 2025-02-12
- Product
- 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide 150727-06-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1kg-1000kg
- Release date
- 2020-01-02