4-(2-Oxoindolin-5-YL)benzaldehyde

Base Information

• Chemical Name: 4-(2-Oxoindolin-5-YL)benzaldehyde
• CAS No.: 53348-90-6
• Molecular Formula: C15H10O2
• Molecular Weight: 222.243
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID30699128
• Wikidata: Q82629889
• Mol file: 53348-90-6.mol

Synonyms:4-(2-OXOINDOLIN-5-YL)BENZALDEHYDE;53348-90-6;4-(2-oxo-1,3-dihydroindol-5-yl)benzaldehyde;4-(2-Oxo-2,3-dihydro-1H-indol-5-yl)benzaldehyde;SCHEMBL23175883;DTXSID30699128;FT-0738443

Chemical Property of 4-(2-Oxoindolin-5-YL)benzaldehyde

Chemical Property:

• PSA: 46.17000
• LogP: 2.79870
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 237.078978594
• Heavy Atom Count: 18
• Complexity: 333

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC(=C2)C3=CC=C(C=C3)C=O)NC1=O

Technology Process of 4-(2-Oxoindolin-5-YL)benzaldehyde

There total 3 articles about 4-(2-Oxoindolin-5-YL)benzaldehyde 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: 96.0%

benzofuran-2-boronic acid (98437-24-2) + 4-bromo-benzaldehyde (1122-91-4) → 4-(benzofuran-2-yl)benzaldehyde (53348-90-6)

Guidance literature:

With potassium phosphate; C₁₈H₉F₅NOP^(2-)*Pd⁽²⁺⁾*C₃H₇NO; In ethanol; at 20 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c5ra12742d

Reference yield: 80.0%

1-benzofurane (271-89-6) + p-(iodophenyl)carboxaldehyde (15164-44-0) → 4-(benzofuran-2-yl)benzaldehyde (53348-90-6)

Guidance literature:

With ortho-nitrobenzoic acid; palladium diacetate; silver(l) oxide; at 22 ℃; for 16h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02397

Reference yield: 44.0%

1-benzofurane (271-89-6) + 4-bromo-benzaldehyde (1122-91-4) → 4-(benzofuran-2-yl)benzaldehyde (53348-90-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; cesium pivalate; In N,N-dimethyl acetamide; at 140 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201403125

upstream raw materials:

benzofuran-2-boronic acid

4-bromo-benzaldehyde

1-benzofurane

p-(iodophenyl)carboxaldehyde

Downstream raw materials:

4-cyano-4'-(benzo[b]furan-2-yl)-stilbene

(S)-2-{[1-(4-Benzofuran-2-yl-phenyl)-meth-(E)-ylidene]-amino}-3-phenyl-propionic acid ethyl ester

Refernces

• 1、 Wu, Guo-Jie,Han, Fu-She,Zhao, Yu-Long. "Palladacycles derived from arylphosphinamides for mild Suzuki-Miyaura cross-couplings". . p. 69776 - 69781. Retrieved 2015/09/01.
• 2、 Marinozzi, Maura,Carotti, Andrea,Sansone, Emanuele,MacChiarulo, Antonio,Rosatelli, Emiliano,Sardella, Roccaldo,Natalini, Benedetto,Rizzo, Giovanni,Adorini, Luciano,Passeri, Daniela,De Franco, Francesca,Pruzanski, Mark,Pellicciari, Roberto. "Pyrazole[3,4-e][1,4]thiazepin-7-one derivatives as a novel class of Farnesoid X Receptor (FXR) agonists". supporting information; experimental part. p. 3429 - 3445. Retrieved 2012/07/30.