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141645-16-1

2-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran

CAS: 141645-16-1

Molecular Formula: C19H17NO5

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141645-16-1 - Names and Identifiers

Name 2-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran
Synonyms Dron-5
Dronedarone Intermediate 3
2-Butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran
2-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran
2-N-Butyl-3-(4-Hydroxybenzoyl)-5-Nitrobenzofuran
2-N-Butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran
2-(N-Butyl)-3-(4-Hydroxybenzoyl)-5-Nitrobenzofuran
22-(n-Butyl)-3-(4-hydroxybenzoyl)-5-nitrobenzofuran
2-butyl-3-[(4-Methoxyphenyl)carbonyl]-6-nitro-1-benzofuran
(2-Butyl-5-nitrobenzofuran-3-yl)(4-hydroxyphenyl)methanone
methanone, (2-butyl-5-nitro-3-benzofuranyl)(4-hydroxyphenyl)-
(2-Butyl-5-nitro-1-benzofuran-3-yl)(4-hydroxyphenyl)methanone
(2-Butyl-5-nitro-1-benzofuran-3-yl)(4-hydroxyphenyl)Methanone
(2-butyl-5-nitro-3-benzofuran-3-yl)(4- hydroxyphenyl) Methanone
1-(2- Butyl-5-nitro-1-benzofuran-3-yl)-1-(4hydroxyphenyl)methanone
CAS 141645-16-1
EINECS 1806241-263-5
InChI InChI=1/C19H17NO5/c1-2-3-4-17-18(19(22)12-5-8-14(21)9-6-12)15-11-13(20(23)24)7-10-16(15)25-17/h5-11,21H,2-4H2,1H3

141645-16-1 - Physico-chemical Properties

Molecular FormulaC19H17NO5
Molar Mass339.34
Density1.302±0.06 g/cm3(Predicted)
Melting Point129 - 131°C
Boling Point559.5±50.0 °C(Predicted)
Flash Point292.158°C
Water Solubility220μg/L at 20℃
Solubility Chloroform (Slightly), Methanol (Slightly)
Vapor Presure0Pa at 25℃
AppearancePale yellow solid
ColorWhite to Off-White
pKa7.40±0.15(Predicted)
Storage ConditionSealed in dry,Room Temperature
Refractive Index1.636
UseThis product is for scientific research only and shall not be used for other purposes.

141645-16-1 - Risk and Safety

HS Code2932996560

141645-16-1 - Reference Information

LogP3.72 at 24℃
Properties 2-butyl -3-(4-hydroxybenzoyl)-5-nitrobenzofuran is white or gray at room temperature and pressure Solid powder.
Use 2-butyl -3-(4-hydroxybenzoyl)-5-nitrobenzofuran can be used as an intermediate in pharmaceutical chemistry and organic synthesis, For example, it is the key synthetic intermediate of the antiarrhythmic drug molecule dronedarone. dronedarone is suitable for patients with sinus rhythm with a history of paroxysmal or persistent atrial fibrillation, reduce the risk of hospitalization for atrial fibrillation (
AF). In the synthetic transformation, the phenolic hydroxyl group in the structure can undergo alkylation under alkaline conditions, or become triflate for subsequent drug molecular modification.
Preparation method Add aluminum chloride
(28.3g, 0.212 mol) to 2-butyl-3-(4-methoxybenzoyl)-5-nitrobenzofuran (30g, 0.084 mol) in chlorobenzene
(180 mL) solution, the resulting mixture was heated at 85°C for 4 hours. Let the reaction mixture cool to 60°C and quench the mixture with water (120
mL). Further cool to 35°C, add methylene chloride (150 mL) and stir for about 30 minutes. Separate the two phases, wash the organic layer with water (150
mL), and concentrate the mixture under reduced pressure. Chlorobenzene (60 mL) was added to the residue and stirred at 0°C for 2 hours, the separated solids were filtered, the mixture was washed with chlorobenzene (15 mL)
and dried at 65°C to obtain 2-Butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran. Figure 2-Butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran synthesis route
Last Update：2024-04-09 02:00:06
141645-16-1
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141645-16-1
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