(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone
- Product Name
- (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone
- CAS No.
- 141627-42-1
- Chemical Name
- (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone
- Synonyms
- Dronedaron Impurity E;Dronedarone Impurity E;Dronedarone Impurity 22;Dronedarone Impurity SM1-F (Impurity 5);2-butyl-3-(4-methoxybenzoyl)-5-nitrobenzofuran;2-n-Butyl-3-(4-methoxybenzoyl)-5-nitrobenzofuran;(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone;(2-butyl-5-nitro-3-benzofuranyl)(4-methoxyphenyl)Methanone;2-butyl-3-[(4-Methoxyphenyl)carbonyl]-5-nitro-1-benzofuran;Methanone, (2-butyl-5-nitro-3-benzofuranyl)(4-methoxyphenyl)-
- CBNumber
- CB62500623
- Molecular Formula
- C20H19NO5
- Formula Weight
- 353.37
- MOL File
- 141627-42-1.mol
(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone Property
- Boiling point:
- 537.7±50.0 °C(Predicted)
- Density
- 1.234±0.06 g/cm3(Predicted)
- storage temp.
- Storage temp. 2-8°C
- Appearance
- Yellow to brown Solid
- InChI
- InChI=1S/C20H19NO5/c1-3-4-5-18-19(20(22)13-6-9-15(25-2)10-7-13)16-12-14(21(23)24)8-11-17(16)26-18/h6-12H,3-5H2,1-2H3
- InChIKey
- WYALRXZJYXWYGR-UHFFFAOYSA-N
- SMILES
- C(C1C2=CC([N+]([O-])=O)=CC=C2OC=1CCCC)(C1=CC=C(OC)C=C1)=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye 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
- B693905
- Product name
- (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone
- Packaging
- 25g
- Price
- $330
- Updated
- 2021/12/16
- Product number
- CS-M0181
- Product name
- (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone
- Purity
- 99.53%
- Packaging
- 25g
- Price
- $400
- Updated
- 2021/12/16
- Product number
- FB151853
- Product name
- (2-Butyl-5-nitro-benzofuran-3-yl)-(4-methoxy-phenyl)-methanone
- Packaging
- 25mg
- Price
- $405
- Updated
- 2021/12/16
- Product number
- CHM0388105
- Product name
- (2-BUTYL-5-NITROBENZOFURAN-3-YL)(4-METHOXYPHENYL)METHANONE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $505.59
- Updated
- 2021/12/16
- Product number
- FB151853
- Product name
- (2-Butyl-5-nitro-benzofuran-3-yl)-(4-methoxy-phenyl)-methanone
- Packaging
- 50mg
- Price
- $704
- Updated
- 2021/12/16
(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone Chemical Properties,Usage,Production
Uses
(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone is a reagent in the preparation of heterocyclic benzofuran carboxamides via amidation of heterocyclic acyl chlorides with benzofuranamine. This is also a derivative of Dronedarone (D679445),which is a drug used for the treatment of atrial fibrillation and atrial flutter in patients who have suffered cardiac arrhythmias.
Synthesis
100-07-2
133238-87-6
141627-42-1
Method-2: A solution of 45 g (0.2 mol) of 2-butyl-5-nitrobenzofuran and 44 g of p-methoxybenzoyl chloride in 300 ml of chlorobenzene was added to a round bottomed flask at 25 °C. To the reaction mixture was slowly added a solution of 40 g of aluminum chloride in 300 ml of chlorobenzene. The reaction system was heated to reflux for 2 hours, subsequently cooled to room temperature and diluted with 40 ml of water. The organic phase was separated and washed sequentially with water and 5% sodium bicarbonate solution. The organic phase was concentrated to dryness under reduced pressure and the resulting product was rapidly crystallized. By recrystallization from 270 ml of isopropanol, 2-butyl-3-(4-methoxybenzoyl)-5-nitrobenzofuran was obtained with a melting point of 94-96°C and HPLC purity >96%.
References
[1] Patent: WO2012/32545, 2012, A1. Location in patent: Page/Page column 32
[2] Journal of the Chinese Chemical Society, 2011, vol. 58, # 7, p. 841 - 845
[3] Patent: US5223510, 1993, A
[4] Journal of Chemical Sciences, 2012, vol. 124, # 5, p. 1077 - 1085
[5] Organic Process Research and Development, 2014, vol. 18, # 1, p. 157 - 162
(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone manufacturers
- Product
- Methanone,(2-butyl-5-nitro-3-benzofuranyl)(4-methoxyphenyl)- CAS 141627-42-1 141627-42-1
- Price
- US $10.00/KG
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 20 tons
- Release date
- 2021-09-03
- Product
- (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone 141627-42-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1lg; 2kg; 5kg; 10kg; 100kg
- Release date
- 2019-08-31