(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
- Product Name
- (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
- CAS No.
- 1103738-26-6
- Chemical Name
- (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
- Synonyms
- SOTA-014;Dapagliflozin-24;Dapagliflozin Impurity 43;5-Iodo-2-chIoro-4’-ethoxydiphenyImethanone;5-Iodo-2-chloro-4’-ethoxydiphenylmethanone;5-lodo-2-chloro-4z-ethoxydiphenylmethanone;5-Iodo-2-ChIorophenyI 4-EthoxyphenyI Methanone;(2-chloro-5-iodophenyl)(4-ethoxyphenyl)methanone;(5-Iodo-2-chlorophenyl)(4-ethoxyphenyl)methanone;Methanone,(2-chloro-5-iodophenyl)(4-ethoxyphenyl)-
- CBNumber
- CB22504719
- Molecular Formula
- C15H12ClIO2
- Formula Weight
- 386.61
- MOL File
- 1103738-26-6.mol
(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone Property
- Boiling point:
- 461.3±40.0 °C(Predicted)
- Density
- 1.597±0.06 g/cm3(Predicted)
- vapor pressure
- 0.0±1.1 mmHg at 25°C
- Flash point:
- 232.8±27.3 °C
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Appearance
- White to light yellow Solid
- InChI
- InChI=1S/C15H12ClIO2/c1-2-19-12-6-3-10(4-7-12)15(18)13-9-11(17)5-8-14(13)16/h3-9H,2H2,1H3
- InChIKey
- BGRJXWMKCUZBIG-UHFFFAOYSA-N
- SMILES
- C(C1=CC(I)=CC=C1Cl)(C1=CC=C(OCC)C=C1)=O
N-Bromosuccinimide Price
- Product number
- 5263DN
- Product name
- (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
- Packaging
- 250mg
- Price
- $95
- Updated
- 2021/12/16
- Product number
- CD12180680
- Product name
- (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
- Purity
- 97%
- Packaging
- 5g
- Price
- $446
- Updated
- 2021/12/16
- Product number
- 1103738266
- Product name
- (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
- Packaging
- 5g
- Price
- $454.5
- Updated
- 2021/12/16
- Product number
- A188398
- Product name
- (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
- Purity
- 97%
- Packaging
- 100mg
- Price
- $18
- Updated
- 2021/12/16
- Product number
- A188398
- Product name
- (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
- Purity
- 97%
- Packaging
- 250mg
- Price
- $25
- Updated
- 2021/12/16
(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone Chemical Properties,Usage,Production
Uses
(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone is a pharmaceutical intermediate in pharmaceutical synthesis and scientific research. It is an impurity of dapagliflozin, which is a medication for adults with chronic kidney disease (CKD), heart failure with symptoms, and type 2 diabetes. (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone is applicable to drug development, production and declaration.
Synthesis
281652-58-2
103-73-1
1103738-26-6
A 2L three-necked round-bottomed flask with a mechanical stirrer (equipped with a jacket, a rubber septum with a temperature probe, and a pressure-equalizing charging funnel with a gas bubbler) was filled with aluminum chloride (97.68 g, 0.733 mol, 1.04 eq.) and methylene chloride (0.65 L, KF). The suspension was stirred under nitrogen protection and cooled to about 6 °C. Subsequently, phenethyl ether (90 mL, 0.712 mol, 1.01 eq.) was added slowly over 7 minutes, keeping the internal temperature of the reaction below 9 °C. The amount of water in the reaction mixture was 0.003 wt%. The resulting orange solution was diluted with dichloromethane (75 mL) and cooled to -7 °C. Next, a solution of 2-chloro-5-iodobenzoyl chloride (<0.706 mol) in 350 mL of dichloromethane was added dropwise over 13 min, controlling the internal temperature to not exceed the set point. The reaction mixture was warmed slightly and maintained at +5 °C for 2 h. After HPLC analysis confirmed the completion of the reaction, the reaction mixture was quenched by slowly pouring it into 450 mL of pre-cooled (5 °C) aqueous 2N HCl solution. The quenching process was completed in batches over 10 min, ensuring that the internal temperature did not exceed 28°C. The quenched two-phase mixture was stirred at 20 °C for 45 min, and the lower organic phase was separated and washed sequentially with aqueous 1N HCl, saturated aqueous sodium bicarbonate (200 mL each time) and saturated aqueous sodium chloride (200 mL). The washed organic phase was concentrated on a rotary evaporator to give the crude product (2-chloro-5-iodophenyl)(4-ethoxyphenyl)methanone as an off-white solid (268.93 g, HPLC purity 99.0 area %, 220 nm; regional isomer content 1.0 area %, 200 nm; yield 98.5%).
References
[1] Patent: US2009/30198, 2009, A1. Location in patent: Page/Page column 8-9
[2] Patent: CN106316803, 2017, A. Location in patent: Paragraph 0017
[3] Patent: US2010/16422, 2010, A1. Location in patent: Page/Page column 5
[4] Patent: EP2332947, 2011, A1. Location in patent: Page/Page column 7-8
[5] Patent: EP2661256, 2018, B1. Location in patent: Paragraph 0095
(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone Preparation Products And Raw materials
Raw materials
Preparation Products
(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone Suppliers
- Tel
- 86-714-3992388
- overseasales1@yongstandards.com
- Country
- United States
- ProdList
- 14332
- Advantage
- 58
- Tel
- +86-020-81960175-877 4000-868-328
- tianwen.zhan@cato-chem.com
- Country
- United States
- ProdList
- 10404
- Advantage
- 58
- Tel
- +16313385890
- info@protheragen-ing.com
- Country
- United States
- ProdList
- 3868
- Advantage
- 58
- Tel
- tp@aladdinsci.com
- Country
- United States
- ProdList
- 52923
- Advantage
- 58
- Tel
- +1-817863-6948 +1-（817）863-6948
- sales@aceschem.com
- Country
- United States
- ProdList
- 19632
- Advantage
- 58
- Tel
- --
- Fax
- --
- info@synthonix.com
- Country
- United States
- ProdList
- 6872
- Advantage
- 58
- Tel
- --
- Fax
- --
- sales@combi-blocks.com
- Country
- United States
- ProdList
- 6618
- Advantage
- 69
View Lastest Price from (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone manufacturers
- Product
- Dapagliflozin Impurity 12 1103738-26-6
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 0.98
- Supply Ability
- 10g
- Release date
- 2024-05-16
- Product
- Dapagliflozin Impurity 12 1103738-26-6
- Price
- US $0.00/mg
- Min. Order
- 10mg
- Purity
- 0.98
- Supply Ability
- 5g
- Release date
- 2025-02-07
- Product
- Dapagliflozin Impurity 43
- Price
- US $0.00/mg
- Min. Order
- 10mg
- Purity
- 0.98
- Supply Ability
- 5g
- Release date
- 2025-02-11