1082536-19-3

Basic information

• Product Name: 6-iodo-2-phenylbenzo[d]thiazole
• Synonyms: 6-iodo-2-phenylbenzo[d]thiazole
• CAS NO: 1082536-19-3
• Molecular Weight: 337.184
• Mol File: 1082536-19-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 6-iodo-2-phenylbenzo[d]thiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-iodo-2-phenylbenzo[d]thiazole(1082536-19-3)
• EPA Substance Registry System: 6-iodo-2-phenylbenzo[d]thiazole(1082536-19-3)

Safety Data

• Hazardous Substances Data: 1082536-19-3(Hazardous Substances Data)

Upstream product

• 95468-72-7 N-(4-iodophenyl) benzothioamide 
• 52807-29-1 N-(4-iodophenyl)benzamide 
• 540-37-4 p-aminoiodobenzene 
• 98-88-4 benzoyl chloride 

Relevant articles and documents

Exogenous Photosensitizer-, Metal-, and Base-Free Visible-Light-Promoted C-H Thiolation via Reverse Hydrogen Atom Transfer

Visible-light-driven, intramolecular C(sp2)-H thiolation has been achieved without addition of a photosensitizer, metal catalyst, or base. This reaction induces the cyclization of thiobenzanilides to benzothiazoles. The substrate absorbs visible light, and its excited state undergoes a reverse hydrogen-atom transfer (RHAT) with 2,2,6,6-tetramethylpiperidine N-oxyl to form a sulfur radical. The addition of the sulfur radical to the benzene ring gives an aryl radical, which then rearomatizes to benzothiazole via RHAT.

Electrochemical intramolecular dehydrogenative C-S bond formation for the synthesis of benzothiazoles

An external oxidant-free intramolecular dehydrogenative C-S cross-coupling has been developed under undivided electrolytic conditions. Various 2-aminobenzothiazoles could be synthesized with up to 99% yield from the direct combination of aryl isothiocyanates with amines. In the presence of a base, this reaction protocol is also applicable for the synthesis of benzothiazoles from N-aryl thioamides.

Palladium-catalyzed C-H cyclization in water: A milder route to 2-arylbenzothiazoles

Water was successfully employed as a reaction medium in palladium-catalyzed C-H cyclization of thiobenzanilides. Reactions efficiently proceeded under considerably mild conditions such as 40 °C in water, providing a more practical, greener method for the synthesis of 2-arylbenzothiazoles. For some substrates, the addition of an amphiphilic surfactant greatly enhanced the process. The method represents a rare example of palladium-catalyzed C-H functionalization processes performed in water. Georg Thieme Verlag Stuttgart · New York.