1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone
- Product Name
- 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone
- CAS No.
- 221615-75-4
- Chemical Name
- 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone
- Synonyms
- Ketosulfone;1-(6-Methylpyridin-3-yl)-2-[4-(methylsulfonyl)phenyl]ethanone;Etoxibu Impurity D;Etocoxi Impurity D;Ketosulfone Powder;Etocoxib impurity 5;Etoricoxib Impurity D;Etoricoxib impurity F;1-(6-methylpyridin-3-yl);Etoricoxib Intermediate 2
- CBNumber
- CB91479710
- Molecular Formula
- C15H15NO3S
- Formula Weight
- 289.35
- MOL File
- 221615-75-4.mol
1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone Property
- Melting point:
- >169oC (dec.)
- Boiling point:
- 509.7±50.0 °C(Predicted)
- Density
- 1.242±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly, Heated)
- pka
- 3.75±0.10(Predicted)
- form
- Solid
- color
- Pale Beige
- InChI
- InChI=1S/C15H15NO3S/c1-11-3-6-13(10-16-11)15(17)9-12-4-7-14(8-5-12)20(2,18)19/h3-8,10H,9H2,1-2H3
- InChIKey
- YBFHILNBYXCJKD-UHFFFAOYSA-N
- SMILES
- C(=O)(C1=CC=C(C)N=C1)CC1=CC=C(S(C)(=O)=O)C=C1
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
- M225915
- Product name
- 2-(4-Methanesulfonyl-phenyl)-1-(6-methyl-pyridin-3-yl)-ethanone
- Packaging
- 2.5g
- Price
- $425
- Updated
- 2021/12/16
- Product number
- M225915
- Product name
- 2-(4-Methanesulfonyl-phenyl)-1-(6-methyl-pyridin-3-yl)-ethanone
- Packaging
- 5g
- Price
- $765
- Updated
- 2021/12/16
- Product number
- 1234AB
- Product name
- 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone
- Packaging
- 10g
- Price
- $121
- Updated
- 2021/12/16
- Product number
- J97988
- Product name
- 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone
- Packaging
- 25g
- Price
- $180
- Updated
- 2021/12/16
- Product number
- 1234AB
- Product name
- 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone
- Packaging
- 25g
- Price
- $241
- Updated
- 2021/12/16
1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone Chemical Properties,Usage,Production
Uses
This compound is an impurity in the synthesis of Etoricoxib (E934100), a specific inhibitor of COX-2 .
Synthesis
221615-72-1
221615-75-4
General procedure for the synthesis of 2-(4-methylsulfonylphenyl)-1-(6-methylpyridin-3-yl)-ethanone from 1-(6-methylpyridin-3-yl)-2-(4-(methylsulfanyl)phenyl)ethanone: 100 g of 1-(6-methylpyridin-3-yl)-2-[4-(methylsulfanyl)phenyl]ethanone (1.0 equiv.), 150 mL of ice-cold acetic acid (1.5 volume) and 30 mL of methanesulfonic acid (1.2 eq., 0.3 v/v; molecular weight 96.11 g/mol, density 1.481 g/mL) were added to a 3,000 mL three-necked flask fitted with a pyrometer, condenser, and dropping funnel. The reaction mixture was cooled to 5-10 °C. Under stirring, 120 mL of 30% w/w hydrogen peroxide solution (3 equiv, 1.20 v/v; molecular weight 34.02 g/mol, density 1.13 g/mL) was added slowly and dropwise at 5-10°C. The reaction mixture was warmed to 50 °C with stirring at 20-25 °C and kept reacting for at least 6 hours. Upon completion of the reaction, the mixture was cooled to 0-5 °C and a solution comprising 300 g of sodium thiosulfate (3 wt.) and water (10 v/v) was added in batches to a total volume of about 180-260 mL. The pH of the reaction mixture was adjusted with a 30% sodium hydroxide solution to 5.5-6.5. The mixture was continued to be stirred at 20-25 °C for 2 h. The suspension was then filtered. The solid product was washed with 2 x 400 mL of water and subsequently dried under vacuum at 40 °C for at least 12 hours. A final product of 105.7 g of the target product was obtained, which was analyzed by HPLC with a purity of 94% and a molar yield of 97.5% (area percentage).
References
[1] Patent: US2012/232281, 2012, A1. Location in patent: Page/Page column 7
[2] Journal of Organic Chemistry, 2000, vol. 65, # 25, p. 8415 - 8420
[3] Patent: US6369275, 2002, B1. Location in patent: Page column 17
[4] Patent: CN104045596, 2017, B. Location in patent: Paragraph 0056-0057
[5] Patent: CN108689917, 2018, A. Location in patent: Paragraph 0036; 0044; 0051-0054; 0062-0065
1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone Preparation Products And Raw materials
Raw materials
Preparation Products
1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone Suppliers
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- Canada
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View Lastest Price from 1-(6-Methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone manufacturers
- Product
- 1-(6-methylpyridin-3-yl)-2-(4-(methylsulfonyl)phenyl)ethanone 221615-75-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-30
- Product
- 1-(6-Methylpyridin-3-yl)-2-[4-(methylsulfonyl)phenyl]ethanone 221615-75-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 500kg
- Release date
- 2022-12-13
- Product
- 2-(4-MESYLPHENYL)-1-(6-METHYLPYRIDIN-3-YL)- ETHAN-1-ONE 221615-75-4
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000 tons
- Release date
- 2020-04-27