74668-40-9

Basic information

• Product Name: 3-(4-toluenesulfonyl)oxazolidine-2-thione
• CAS NO: 74668-40-9
• Molecular Weight: 257.334
• Mol File: 74668-40-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-(4-toluenesulfonyl)oxazolidine-2-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-toluenesulfonyl)oxazolidine-2-thione(74668-40-9)
• EPA Substance Registry System: 3-(4-toluenesulfonyl)oxazolidine-2-thione(74668-40-9)

Safety Data

• Hazardous Substances Data: 74668-40-9(Hazardous Substances Data)

Upstream product

• 1424-52-8 p-tolylsulfonyl isothiocyanate 
• 74668-39-6 2-chloroethyl 4-toluenesulfonyl thiocarbamate 

Relevant articles and documents

Chemistry of Sulfonyl Isocyanates and Sulfonyl Isothiocyanates. IX. Routes to Substituted Oxazolidin-2-ones and Oxazolidine-2-thiones

4-Chlorobenzenesulfonyl isocyanate (I) reacted with 2-chloroethanol and 1-chloro-2-propanol to give, respectively, 2-choroethyl-4-chlorobenzenesulfonyl carbamate (III) and 1-chloro-2-propyl-4-chlorobenzenesulfonyl carbamate (VI).The carbamates III and VI cyclized under the influence of pyridine to afford, respectively, 3-(4-chlorobenzenesulfonyl)oxazolidin-2-one (IV) and 3-(4-chlorobenzenesulfonyl)-5-methyloxazolidin-2-one (VII).The oxazolidin-2-ones were stable toward hydrochloric acid but hydrolyzed in 2M sodium hydroxide solution to N-(2-hydroxyethyl)-4-chlorobenzenesulfonamide (V) and N-(2-hydroxy-1-propyl)-4-chlorobenzenesulfonamide (VIII), respectively. 4-Toluenesulfonyl isothiocyanate (II) reacted with 2-chloroethanol to give 2-chloroethyl-4-chlorobenzenesulfonyl thiocarbamate (IX), which was converted by pyridine to 3-(4-toluenesulfonyl)oxazolidine-2-thione. (X).