- Bosentan Impurity 3
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2025-12-16
- CAS:150727-06-3
- Min. Order: 10mg
- Purity: 95
- Supply Ability: 100000
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| | 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide Basic information |
| Product Name: | 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide | | Synonyms: | N-[6-CHLORO-5-(2-METHOXYPHENOXY)-(2,2-BIPYRIMIDINE)4-4-YL]-(1,1-DIMETHYLETHYL)-BENZENESULFONAMIDE;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;N-[6-chloro-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl)-B;Benzenesulfonamide, N-[6-chloro-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl)- (bosentan intermediate);Benzenesulfonamide, N-[6-Chloro-5-(2-Methoxyphenoxy)[2,2'-Bi-Pyrimidin]-4-Yl]-4-(1,1-Dimethylethyl)-(9ci);4-tert-Butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2-(2;Benzenesulfonamide, N-[6-chloro-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl)- | | CAS: | 150727-06-3 | | MF: | C25H24ClN5O4S | | MW: | 526.01 | | EINECS: | 1312995-182-4 | | Product Categories: | pyrimidine;Bases & Related Reagents;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals | | Mol File: | 150727-06-3.mol |  |
| | 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide Chemical Properties |
| 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 | | Major Application | pharmaceutical (small molecule) | | 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 |
| WGK Germany | WGK 3 | | HS Code | 2935909550 | | Storage Class | 11 - Combustible Solids |
| | 4-tert-Butyl-N-(6-chloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide Usage And Synthesis |
| Chemical Properties | Light Pale Yellow Sold | | Uses | An intermediate of Bosentan, which is a mixed endothelin receptor antagonist. Bosentan USP Related Compound A. | | Synthesis | 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 |
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