(2-Butyl-5-nitrobenzofuran-3-yl)(4-hydroxyphenyl)methanone

Base Information

• Chemical Name: (2-Butyl-5-nitrobenzofuran-3-yl)(4-hydroxyphenyl)methanone
• CAS No.: 141645-16-1
• Molecular Formula: C19H17NO5
• Molecular Weight: 339.348
• Hs Code.: 2932996560
• European Community (EC) Number: 464-300-7,604-244-4
• UNII: 73HKT5L2NJ
• DSSTox Substance ID: DTXSID50467068
• Nikkaji Number: J3.309.680A
• Wikidata: Q72514446
• Mol file: 141645-16-1.mol

Synonyms:141645-16-1;(2-Butyl-5-nitrobenzofuran-3-yl)(4-hydroxyphenyl)methanone;2-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran;(2-butyl-5-nitro-1-benzofuran-3-yl)-(4-hydroxyphenyl)methanone;Methanone, (2-butyl-5-nitro-3-benzofuranyl)(4-hydroxyphenyl)-;73HKT5L2NJ;(2-butyl-5-nitro-3-benzofuranyl)(4-hydroxyphenyl)Methanone;UNII-73HKT5L2NJ;SCHEMBL282873;DTXSID50467068;ZJZKLBXEGZKOBW-UHFFFAOYSA-N;(2-Butyl-5-nitro-1-benzofuran-3-yl)(4-hydroxyphenyl)methanone;AMY40196;BCP12789;CS-M0182;CL4581;Methanone, (2-butyl-5-nitro-1-benzofuran-3-yl)(4-hydroxyphenyl)-;MFCD14525622;AKOS015901881;SB67331;AC-25777;AS-18906;DRONEDARONE HYDROCHLORIDE IMPURITY C;FT-0686415;NS00019590;2-Butyl-3-(4-hydroxybenzoyl)5-nitrobenzofuran;2-n-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran;A885579;2-n-butyl-3-(4-hydroxybenzoyl)-5-nitro benzofuran;J-500680;2-n-butyl-3-(4-hydroxy benzoyl)-5-nitro benzofuran;2-n-butyl-3-(4-hydroxy-benzoyl)-5-nitro-benzofuran;(2-butyl-5-nitro-1-benzofur-3-yl)-(4-hydroxyphenyl)methanon;(2-butyl-5-nitro-1-benzofuran-3-yl)(4-hydroxy-phenyl)methanone

Chemical Property of (2-Butyl-5-nitrobenzofuran-3-yl)(4-hydroxyphenyl)methanone

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.636
• Boiling Point: 559.472 °C at 760 mmHg
• PKA: 7.40±0.15(Predicted)
• Flash Point: 292.158 °C
• PSA: 96.26000
• Density: 1.302 g/cm³
• LogP: 5.14340
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 220μg/L at 20℃
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 339.11067264
• Heavy Atom Count: 25
• Complexity: 483

Purity/Quality:

99%min ^*data from raw suppliers

(2-Butyl-5-nitro-3-benzofuranyl)(4-hydroxyphenyl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=C(C2=C(O1)C=CC(=C2)[N+](=O)[O-])C(=O)C3=CC=C(C=C3)O
• Uses: (2-Butyl-5-nitro-3-benzofuranyl)(4-hydroxyphenyl)methanone (Dronedarone USP Related Compound D) is a related compound of Dronedarone (D679445), a drug used for the treatment of atrial fibrillation and atrial flutter in patients who have suffered cardiac arrhythmias.

Technology Process of (2-Butyl-5-nitrobenzofuran-3-yl)(4-hydroxyphenyl)methanone

There total 32 articles about (2-Butyl-5-nitrobenzofuran-3-yl)(4-hydroxyphenyl)methanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

(2-butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone (141627-42-1) → 2-n-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran (141645-16-1)

Guidance literature:

(2-butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone; With aluminum (III) chloride; In chlorobenzene; at 85 ℃; for 4h;

With water; In chlorobenzene; at 35 - 60 ℃;

DOI:10.1002/jccs.201190133

Reference yield: 88.0%

4-hydroxybenzoyl chloride (28141-24-4) + 2-(n-butyl)-5-nitrobenzofuran (133238-87-6) → 2-n-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran (141645-16-1)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at 0 - 20 ℃; for 2.5h;

DOI:10.24820/ark.5550190.p010.681

Reference yield: 87.0%

1-(4-hydroxy-phenyl)-heptane-1,3-dione 3-[O-(4-nitro-phenyl)-oxime] (1253293-38-7) → 2-n-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran (141645-16-1)

Guidance literature:

With formic acid; trifluoroacetic acid; at 45 ℃; for 5h; Product distribution / selectivity; Inert atmosphere;

upstream raw materials:

(2-butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone

2-n-butyl-5-nitro-3-(2'-methoxy)-acetophenonebenzofuran

4-hydroxy-benzoic acid

2-(n-butyl)-5-nitrobenzofuran

Downstream raw materials:

2-n-butyl 3-[4-(3-di-n-butylamino-propoxy)benzoyl] 5-nitro benzofuran

Refernces

• 1、 -. "Benzofuran compound and application thereof". Paragraph 0053-0055; 0064-0065. . Retrieved 2021/08/06.
• 2、 Klucznik, Tomasz,Mikulak-Klucznik, Barbara,McCormack, Michael P.,Lima, Heather,Szymku?, Sara,Bhowmick, Manishabrata,Molga, Karol,Zhou, Yubai,Rickershauser, Lindsey,Gajewska, Ewa P.,Toutchkine, Alexei,Dittwald, Piotr,Startek, Micha? P.,Kirkovits, Gregory J.,Roszak, Rafa?,Adamski, Ariel,Sieredzińska, Bianka,Mrksich, Milan,Trice, Sarah L.J.,Grzybowski, Bartosz A.. "Efficient Syntheses of Diverse, Medicinally Relevant Targets Planned by Computer and Executed in the Laboratory". . p. 522 - 532. Retrieved 2018/03/21.