24098-82-6

Basic information

• Product Name: 3-methyl-2-phenyl-2H-benzo[e][1,3]thiazin-4(3H)-one
• Synonyms: 3-methyl-2-phenyl-2H-benzo[e][1,3]thiazin-4(3H)-one
• CAS NO: 24098-82-6
• Molecular Weight: 255.34
• Mol File: 24098-82-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3-methyl-2-phenyl-2H-benzo[e][1,3]thiazin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-2-phenyl-2H-benzo[e][1,3]thiazin-4(3H)-one(24098-82-6)
• EPA Substance Registry System: 3-methyl-2-phenyl-2H-benzo[e][1,3]thiazin-4(3H)-one(24098-82-6)

Safety Data

• Hazardous Substances Data: 24098-82-6(Hazardous Substances Data)

Upstream product

• 622-29-7 N-Benzylidenemethylamine 
• 147-93-3 Thiosalicylic acid 
• 54705-26-9 ortho-[(N-methyl)carbamoyl]phenyl benzyl sulfoxide 
• 408313-11-1 2-phenyl-2,3-dihydro-benzo[e][1,3]thiazin-4-one 
• 74-88-4 methyl iodide 

Downstream Products

• 93900-19-7 3-methyl-1-oxo-2-phenyl-2,3-dihydro-1H-1λ⁴-benzo[e][1,3]thiazin-4-one 
• 93945-59-6 3-methyl-1,1-dioxo-2-phenyl-2,3-dihydro-1H-1λ⁴-benzo[e][1,3]thiazin-4-one 

Relevant articles and documents

Substrate scope in the direct imine acylation of ortho-substituted benzoic acid derivatives: The total synthesis (±)-cavidine Dedicated to the memory of Sandy McKillop - Colleague, mentor, collaborator and friend

The direct imine acylation (DIA) and subsequent cyclisation of a range of imines with ortho-substituted benzoic acid derivatives is described. Variation in the coupling reagents, imine and benzoic acid were all examined. The DIA procedure was also applied in the total synthesis of (±)-cavidine.

REACTIONS OF o-(N-METHYLCARBAMOYL)PHENYL SULPHOXIDES WITH ELECTROPHILES

Reactions of alkyl o-(N-methylcarbamoyl)phenyl sulphoxides 1 with various electrophiles, such as acetic anhydride, acetyl chloride, thionyl chloride and p-toluenesulphonyl chloride, have been carried out.Treatment of 1 with excess acetic anhydride in general leads to the formation of the Pummerer type rearrangement products or related products.In the reactions of 1 with acetyl, thionyl and p-toluenesulphonyl chlorides, 2-methyl-1,2-benzisothiazole-3(2H)-one, 4b, and alkyl chlorides were obtained nearly quantitatively.All these reactions can be rationalized on the basis of the initial O-acylation and subsequent either α-proton removal to result in the Pummerer rearrangement or nucleophilic attack of neighbouring carbamoyl group to afford the five-membered products 4b.