243-47-0

Basic information

• Product Name: [1]Benzothieno[2,3-b]quinoline
• Synonyms: [1]Benzothieno[2,3-b]quinoline
• CAS NO: 243-47-0
• Molecular Formula: C15H9NS
• Molecular Weight: 235.3
• Mol File: 243-47-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [1]Benzothieno[2,3-b]quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: [1]Benzothieno[2,3-b]quinoline(243-47-0)
• EPA Substance Registry System: [1]Benzothieno[2,3-b]quinoline(243-47-0)

Safety Data

• Hazardous Substances Data: 243-47-0(Hazardous Substances Data)

Upstream product

• 36748-89-7 2-iodobenzothiophene 
• 529-23-7 o-aminobenzaldehyde 
• 33775-94-9 2-(methylthio)iodobenzene 
• 36626-05-8 o-ethynylformanilide 
• 271-58-9 anthranil 
• 5394-13-8 2-bromo-1-benzothiophene 
• 1666-96-2 3-phenylquinoline 

Relevant articles and documents

Iodothiophenes and Related Compounds as Coupling Partners in Copper-Mediated N-Arylation of Anilines

N-Arylation of various 2-acylated anilines with different electron-rich heteroaryl iodides (2- A nd 3-iodothiophenes, 2- A nd 3-iodobenzothiophenes?-, 2-iodobenzofuran) was achieved by using activated copper and potassium carbonate in dibutyl ether at reflux. The reactivity of the different heteroaryl iodides and anilines employed was discussed and rationalized on the basis of their electronic features. Subsequent cyclization by aromatic electrophilic substitution easily took place in the case of C2-free (benzo)thienyl or C3-free (benzo)furyl derivatives?-, affording original tri- A nd tetracycles. The antiproliferative activity of most of them was evaluated in A2058 melanoma cells and revealed four chlorinated tetracycles as effective growth inhibitors.

Cobalt-Catalyzed Electrophilic Aminations with Anthranils: An Expedient Route to Condensed Quinolines

The reaction of various organozinc pivalates with anthranils provides anilines derivatives, which cyclize under acidic conditions providing condensed quinolines. Using alkenylzinc pivalates, electron-rich arylzinc pivalates or heterocyclic zinc pivalates produces directly the condensed quinolines of which several structures belong to new heterocyclic scaffolds. These N-heterocycles are of particular interest for organic light emitting diodes with their high photoluminescence quantum yields and long exciton lifetimes as well as for hole-transporting materials in methylammonium lead iodide perovskites solar cells due to an optimal band alignment for holes and a large bandgap.