34780-06-8

Basic information

• Product Name: Pyrrolidine, 1-(phenylthio)-
• CAS NO: 34780-06-8
• Molecular Formula: C10H13NS
• Molecular Weight: 179.286
• Mol File: 34780-06-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Pyrrolidine, 1-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 1-(phenylthio)-(34780-06-8)
• EPA Substance Registry System: Pyrrolidine, 1-(phenylthio)-(34780-06-8)

Safety Data

• Hazardous Substances Data: 34780-06-8(Hazardous Substances Data)

Upstream product

• 123-75-1 pyrrolidine 
• 931-59-9 benzenesulfenyl chloride 
• 258822-89-8 3-Phenylsulfenyl-2-(N-cyanoimino)thiazolidine 
• 882-33-7 diphenyldisulfane 
• 14204-27-4 N-phenylthiophthalimide 
• 108-98-5 thiophenol 

Downstream Products

• 93740-70-6 ((1S,2S)-2-Phenylsulfanyl-cyclohexyl)-[1-pyrrolidin-1-yl-eth-(E)-ylidene]-amine 
• 35874-90-9 2,6-Bis(phenylthio)cyclohexanon 
• 93740-78-4 1-((1S,2S)-2-Phenylsulfanyl-cyclohexyl)-pyrrolidine 
• 93740-73-9 [2-Methyl-1-pyrrolidin-1-yl-prop-(E)-ylidene]-((1S,2S)-2-phenylsulfanyl-cyclohexyl)-amine 
• 93740-76-2 [1-Phenyl-1-pyrrolidin-1-yl-meth-(E)-ylidene]-((1R,2R)-2-phenylsulfanyl-cyclohexyl)-amine 

Relevant articles and documents

Synthesis of Sulfonimidamides from Sulfenamides via an Alkoxy-amino-λ6-sulfanenitrile Intermediate

Sulfonimidamides are intriguing new motifs for medicinal and agrochemistry, and provide attractive bioisosteres for sulfonamides. However, there remain few operationally simple methods for their preparation. Here, the synthesis of NH-sulfonimidamides is achieved directly from sulfenamides, themselves readily formed in one step from amines and disulfides. A highly chemoselective and one-pot NH and O transfer is developed, mediated by PhIO in iPrOH, using ammonium carbamate as the NH source, and in the presence of 1 equivalent of acetic acid. A wide range of functional groups are tolerated under the developed reaction conditions, which also enables the functionalization of the antidepressants desipramine and fluoxetine and the preparation of an aza analogue of the drug probenecid. The reaction is shown to proceed via different and concurrent mechanistic pathways, including the formation of novel S≡N sulfanenitrile species as intermediates. Several alkoxy-amino-λ6-sulfanenitriles are prepared with different alcohols, and shown to be alkylating agents to a range of nucleophiles.

Copper-catalyzed synthesis of sulfenamides utilizing diaryl disulfides with alkyl amines

The copper-catalyzed coupling of diaryl disulfides with alkyl amines can afford various sulfenamides in good yields. Furthermore, the present reaction is efficient and can be used for both of the aryl sulfide groups on disulfide. Georg Thieme Verlag Stutt

Sulfenylation of Some Pyrroles and Indoles

Methylsulfenylation of 1-substituted pyrroles and indoles was observed using 1-(methylthio)morpholine and an acid catalyst or with methylsulfenyl chloride and excess pyridine. 1-Substituents which are activating or weakly deactivating towards electrophili