51081-72-2

Basic information

• Product Name: 5-(3-CHLORO-PHENYL)-THIOPHENE-2-CARBALDEHYDE
• Synonyms: AKOS BAR-0522;5-(3-CHLOROPHENYL)-2-THIOPHENECARBALDEHYDE;5-(3-CHLORO-PHENYL)-THIOPHENE-2-CARBALDEHYDE
• CAS NO: 51081-72-2
• Molecular Formula: C₁₁H₇ClOS
• Molecular Weight: 222.69
• Mol File: 51081-72-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(3-CHLORO-PHENYL)-THIOPHENE-2-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-CHLORO-PHENYL)-THIOPHENE-2-CARBALDEHYDE(51081-72-2)
• EPA Substance Registry System: 5-(3-CHLORO-PHENYL)-THIOPHENE-2-CARBALDEHYDE(51081-72-2)

Safety Data

• Hazardous Substances Data: 51081-72-2(Hazardous Substances Data)

Upstream product

• 59156-10-4 2-(3-chlorophenyl)thiophene 
• 93-61-8 N-methyl-N-phenylformamide 
• 63503-60-6 3-chlorophenylboronic acid 
• 4701-17-1 5-bromo-2-thiophencarboxaldehyde 
• 98-03-3 thiophene-2-carbaldehyde 
• 108-37-2 1-bromo-3-chlorobenzene 

Downstream Products

• 1313397-28-2 5-((5-(3-chlorophenyl)thiophen-2-yl)methylene)-2-thioxoimidazolidin-4-one 

Relevant articles and documents

Role of pyridine nitrogen in palladium-catalyzed imine hydrolysis: A Case Study of (E)-1-(3-bromothiophen-2-yl)-N-(4-methylpyridin-2-yl)methanimine

In the present study, 4-methylpyridin-2-amine was reacted with 3-bromothiophene-2-carbaldehyde and the Schiff base (E)-1-(3-bromothiophen-2-yl)-N-(4-methylpyridin-2-yl) methanimine was obtained in a 79% yield. Coupling of the Schiff base with aryl/het-aryl boronic acids under Suzuki coupling reaction conditions, using Pd(PPh3)4 as catalyst, yielded products with the hydrolysis of the imine linkages (5a–5k, 6a–6h) in good to moderate yields. To gain mechanistic insight into the transition metal-catalyzed hydrolysis of the compounds, density functional theory (DFT) calculations were performed. The theoretical calculations strongly supported the experiment and provided an insight into the transition metal-catalyzed hydrolysis of imines.