103110-40-3

Basic information

• Product Name: 3-oxo-4-phenyl-3,4-dihydro-2H-1,4-benzothiazine
• Synonyms: 3-oxo-4-phenyl-3,4-dihydro-2H-1,4-benzothiazine
• CAS NO: 103110-40-3
• Molecular Weight: 241.313
• Mol File: 103110-40-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-oxo-4-phenyl-3,4-dihydro-2H-1,4-benzothiazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-oxo-4-phenyl-3,4-dihydro-2H-1,4-benzothiazine(103110-40-3)
• EPA Substance Registry System: 3-oxo-4-phenyl-3,4-dihydro-2H-1,4-benzothiazine(103110-40-3)

Safety Data

• Hazardous Substances Data: 103110-40-3(Hazardous Substances Data)

Upstream product

• 5325-20-2 2H-1,4-benzothiazin-3-one 
• 591-50-4 iodobenzene 
• 1239573-76-2 C₁₄H₁₁ClINO 
• 108-86-1 bromobenzene 

Relevant articles and documents

Expeditious synthesis of C2- or N4-aryl-1,4-benzothiazin-3-one via orthogonal Pd-catalyzed C-arylation and Cu-catalyzed N-arylation

Direct, chemo-specific arylation at C-2 or N-4 of 1,4-benzothiazin-3-one with aryl halides, based on Pd or Cu catalyst system, respectively, provided easy entry to arylated derivatives, a class of molecules not easily accessible via existing methods. Under Pd-catalysis conditions with LiHMDS as the base, N-arylation of 1,4-benzothiazin-3-one was inhibited leading to Cα-arylation of a secondary amide without the need for protection and de-protection of more acidic amido NH.

Direkte N-Arylierung von Amiden: Eine Verbesserung der Goldberg-Reaktion

The copper-catalyzed N-arylation of amides, the Goldberg reaction, usually requires drastic reaction conditions and produces only moderate yields of the desired products.Much better results can be achieved by modifying the reaction conditions.We used copper on silica as a catalyst and potassium acetate as a base and continuously removed the resulting acetic acid from the reaction mixture.In this way we gained high, in some cases nearly quantitative yields of the arylated or heteroarylated products.