120173-07-1

Basic information

• Product Name: 1-morpholino-2-(phenylsulfinyl)ethanone
• Synonyms: 1-morpholino-2-(phenylsulfinyl)ethanone
• CAS NO: 120173-07-1
• Molecular Weight: 253.322
• Mol File: 120173-07-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-morpholino-2-(phenylsulfinyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-morpholino-2-(phenylsulfinyl)ethanone(120173-07-1)
• EPA Substance Registry System: 1-morpholino-2-(phenylsulfinyl)ethanone(120173-07-1)

Safety Data

• Hazardous Substances Data: 120173-07-1(Hazardous Substances Data)

Upstream product

• 110-91-8 morpholine 
• 54882-04-1 ethyl 2-(phenylsulfinyl)acetate 
• 201230-82-2 carbon monoxide 
• 31268-20-9 bromomethyl phenyl sulfoxide 

Relevant articles and documents

Switchable palladium-catalyst reaction of bromomethyl sulfoxides, CO, and N-nucleophiles: Aminocarbonylation at Csp3 versus oxidative carbonylation of amines

The palladium-catalyzed reaction of α-bromomethyl sulfoxides, carbon monoxide, and N-nucleophiles follows different reaction pathways according to the catalytic system and the reaction conditions. The Pd-xantphos catalyst affords high yields of α-sulfinyl amides by an aminocarbonylation process and is the first example of this type of transformation for a nonbenzylic sp3-hybridized carbon. On the other hand, the oxidative carbonylation of amines occurs with α-bromomethyl sulfoxides, carbon monoxide, and catalytic Pd(PPh3)4 under aerobic conditions, yielding ureas and oxalamides from either primary or secondary amines. The reaction with ambident nucleophiles such as amino alcohols was highly selective and took place exclusively at the amino group despite the presence of the alcohol functionality. In parallel to the reaction paths for simple amines, amino alcohols were converted into hydroxy sulfinyl amides when the reaction was catalyzed by Pd-xantphos, while Pd(PPh3)4 catalyst afforded cyclic carbamates. The alkoxycarbonylation reaction of bromomethyl sulfoxides with simple alcohols and CO leading to the corresponding sulfinyl esters is also described.

Direct Aminolysis of Nonactivated and Thermally Unstable Esters at High Pressure

The preparation of the amides 3 from a wide variety of nonactivated esters 1 and secondary amines 2 has been achieved at 8 kbar and around 45 deg C; scope and limitations are discussed.The method was also successfully applied for the aminolysis of alkyl 2-arylsulfinylacetates 7 that are relatively sensitive to heat. - Key Words: Aminolysis/ High-pressure synthesis