17642-88-5

Basic information

• Product Name: 2-Pyrrolidinethione, 1-(phenylmethyl)-
• CAS NO: 17642-88-5
• Molecular Formula: C11H13NS
• Molecular Weight: 191.297
• Mol File: 17642-88-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Pyrrolidinethione, 1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinethione, 1-(phenylmethyl)-(17642-88-5)
• EPA Substance Registry System: 2-Pyrrolidinethione, 1-(phenylmethyl)-(17642-88-5)

Safety Data

• Hazardous Substances Data: 17642-88-5(Hazardous Substances Data)

Upstream product

• 29897-82-3 N-benzylpyrrolidine 
• 100-39-0 benzyl bromide 
• 100-46-9 benzylamine 
• 19340-88-6 N-benzyl-4-hydroxybutanamide 
• 100-44-7 benzyl chloride 
• 144571-72-2 5-ethylthio-3,4-dihydro-2H-pyrrole 
• 5291-77-0 1-benzyl-2-pyrrolidone 

Downstream Products

• 125039-01-2 1-(1-benzylpyrrolidin-2-yl)prop-1-yne 
• 135108-27-9 1-(1-benzylpyrrolidin-2-yl)propan-2-one 
• 125038-99-5 1-(1-benzylpyrrolidin-2-yl)-2-phenylacetylene 
• 92687-00-8 1-(1-benzylpyrrolidin-2-yl)-2-trimethylsilylacetylene 
• 125039-00-1 1-(1-benzylpyrrolidin-2-yl)hept-1-yne 
• 1025-56-5 N-benzyl-2-phenyl-pyrrolidine 
• 1260380-74-2 1-benzyl-2-butylpyrrolidine 
• 1621003-94-8 (E)-ethyl 2-(1-benzylpyrrolidin-2-ylidene)-3-oxobutanoate 
• 1621003-95-9 (Z)-ethyl 2-(1-benzylpyrrolidin-2-ylidene)-3-oxobutanoate 
• 1421276-98-3 diethyl 2-(1-benzylpyrrolidin-2-ylidene)malonate 
• 1082605-47-7 (3S,1′R,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]pyrrolidine-2-thione 
• 1082605-51-3 (3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione 

Relevant articles and documents

Visible-Light-Mediated C(sp3)–H Thiocarbonylation for Thiolactam Preparation with Potassium Sulfide

We report herein a protocol for thiolactam preparation with potassium sulfide via visible-light-mediated C(sp3)–H thiocarbonylation, in which polysulfide dianions and radical anions generated from potassium sulfide were the key active species. A variety of thiolactams were straightforward established under mild conditions. Moreover, it was successfully applied to structural modification of tetrahydroberberine.

Synthesis, spectral, and anti-microbial studies of thioiminium iodides and amine hydrochlorides

To avoid the undesired deprotonation during the addition of organolithium and organomagnesium reagents to ketones, the thioiminium salts, easily prepared from lactams and amides are converted into 2,2-disubstituted and 2-monosubstituted amines by reaction with simple nucleophiles such as organocerium and organocopper reagents. The reaction of thioiminium iodides with organocerium reagents derived by transmetalation of corresponding lithium reagents with anhydrous cerium(III) chloride has been investigated. These thioiminium iodides act as good electrophiles and accept alkylceriums towards bisaddition. The newly synthesized amines have been characterized by 1H and 13C NMR, IR and mass spectra. The amines have been converted into their hydrochlorides and characterized by COSY. These hydrochlorides have been subjected to antimicrobial screening with clinically isolated microorganisms, Staphylococcus aureus, Klebsiella pneumoniae, Pseudomonas aeruginosa, Salmonella typhi and Candida albicans. The hydrochlorides show quite good activity against these bacteria and fungus.

An efficient method to convert lactams and amides into 2,2-dialkylated amines

(Chemical Equation Presented) A practical method for the synthesis of gem-2,2-disubstituted tertiary amines from the corresponding lactams (or amides) is reported. It is based on the reaction of thioiminium ions, easily prepared from lactams and amides wi