ChemicalBook > CAS DataBase List > (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone

(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
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(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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific
Product number
5263DN
Product name
(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
Packaging
250mg
Price
$95
Updated
2021/12/16
Crysdot
Product number
CD12180680
Product name
(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
Purity
97%
Packaging
5g
Price
$446
Updated
2021/12/16
Alichem
Product number
1103738266
Product name
(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
Packaging
5g
Price
$454.5
Updated
2021/12/16
Ambeed
Product number
A188398
Product name
(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
Purity
97%
Packaging
100mg
Price
$18
Updated
2021/12/16
Ambeed
Product number
A188398
Product name
(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
Purity
97%
Packaging
250mg
Price
$25
Updated
2021/12/16
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(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

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(2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone Suppliers

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View Lastest Price from (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanone manufacturers

ShenZhen H&D Pharmaceutical Technology Co., LTD
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
ShenZhen H&D Pharmaceutical Technology Co., LTD
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
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Dapagliflozin Impurity 43
Price
US $0.00/mg
Min. Order
10mg
Purity
0.98
Supply Ability
5g
Release date
2025-02-11

1103738-26-6, (2-Chloro-5-iodophenyl)(4-ethoxyphenyl)methanoneRelated Search:


  • (2-chloro-5-iodophenyl)(4-ethoxyphenyl)methanone
  • Methanone,(2-chloro-5-iodophenyl)(4-ethoxyphenyl)-
  • SOTA-014
  • (5-Iodo-2-chlorophenyl)(4-ethoxyphenyl)methanone
  • Dapagliflozin-24
  • Dapagliflozin Impurity 43
  • 5-lodo-2-chloro-4z-ethoxydiphenylmethanone
  • 5-Iodo-2-chloro-4’-ethoxydiphenylmethanone
  • 5-Iodo-2-chIoro-4’-ethoxydiphenyImethanone
  • 5-Iodo-2-ChIorophenyI 4-EthoxyphenyI Methanone
  • 1103738-26-6
  • C15H12ClIO2