872220-83-2

Basic information

• Product Name: 2-(4-methoxybenzylsulfinyl)-N-methylbenzamide
• Synonyms: 2-(4-methoxybenzylsulfinyl)-N-methylbenzamide
• CAS NO: 872220-83-2
• Molecular Weight: 303.382
• Mol File: 872220-83-2.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxybenzylsulfinyl)-N-methylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxybenzylsulfinyl)-N-methylbenzamide(872220-83-2)
• EPA Substance Registry System: 2-(4-methoxybenzylsulfinyl)-N-methylbenzamide(872220-83-2)

Safety Data

• Hazardous Substances Data: 872220-83-2(Hazardous Substances Data)

Upstream product

• 101093-83-8 2-(4-methoxy-benzylsulfanyl)-benzoic acid 
• 2746-25-0 p-Methoxybenzyl bromide 
• 147-93-3 Thiosalicylic acid 
• 872220-84-3 N-methyl-2-(4-(trifluoromethyl)benzylsulfinyl)benzamide 
• 2527-66-4 2-methyl-1,2-benzisothiazole-3(2H)-one 
• 1315275-16-1 (S)-2-(benzylsulfinyl)-N-methylbenzamide 
• 1315275-23-0 N-methyl-2-(4-methyl-1-phenylpentylsulfinyl)benzamide 
• 1531-80-2 2-(benzylthio)benzoic acid 
• 20054-45-9 N-methyl-2-sulfanylbenzamide 
• 1050884-48-4 2-(4-trifluoromethyl-benzylsulfanyl)-benzoic acid 

Downstream Products

• 872220-84-3 N-methyl-2-(4-(trifluoromethyl)benzylsulfinyl)benzamide 
• 2527-66-4 2-methyl-1,2-benzisothiazole-3(2H)-one 
• 1315275-26-3 C₁₇H₁₉ClO 
• 1315275-28-5 C₂₂H₂₉NO₅ 
• 77334-52-2 1-(4-methoxyphenyl)-4-phenylbutan-1-ol 
• 1315275-32-1 C₂₀H₂₅NOS 
• 1315275-17-2 (R)-2-(benzylsulfinyl)-N-methylbenzamide 
• 1315275-16-1 (S)-2-(benzylsulfinyl)-N-methylbenzamide 
• 1315275-23-0 N-methyl-2-(4-methyl-1-phenylpentylsulfinyl)benzamide 

Relevant articles and documents

An umpolung sulfoxide reagent for use as a functionalized benzyl carbanion equivalent

N-Methyl ortho-carbamoylaryl benzyl sulfoxides can be used as synthetic equivalents for α-hydroxy, α-chloro, and α-acetammido benzyl carbanions by means of a two-step sequence involving highly diastereoselective α-C-alkylation with alkyl halides followed by displacement of the sulfinyl residue (which can be recovered and recycled) by a hydroxyl, a chlorine or an acetamido, respectively, under non-oxidative Pummerer conditions. The scope and limits of the method, including a stereoselective version of the reaction, as well as the mechanism of the process are discussed in detail.

Synthesis of 1-aryl-tetralins and 4-aryl-benzopyrans by sulfoxide-mediated benzylic carbocation cyclizations

An alkylation/cyclization sequence, with both steps mediated by the ortho-N-methylformamido-phenylsulfinyl function, provided two new C-C bonds and an efficient entry to 1-aryl-tetralins and 4-aryl-benzopyrans. Scope and limits of the process have been studied in detail.