6667-19-2

Basic information

• Product Name: Benzenesulfenamide, N,N-diethyl-
• CAS NO: 6667-19-2
• Molecular Formula: C10H15NS
• Molecular Weight: 181.302
• Mol File: 6667-19-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Benzenesulfenamide, N,N-diethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfenamide, N,N-diethyl-(6667-19-2)
• EPA Substance Registry System: Benzenesulfenamide, N,N-diethyl-(6667-19-2)

Safety Data

• Hazardous Substances Data: 6667-19-2(Hazardous Substances Data)

Upstream product

• 28833-58-1 C₂₄H₂₀N₂O₄S₄ 
• 109-89-7 diethylamine 
• 108-98-5 thiophenol 
• 4972-29-6 benzenesulphinyl chloride 
• 931-59-9 benzenesulfenyl chloride 
• 882-33-7 diphenyldisulfane 
• 32637-30-2 N-(phenylthiomethyl)phthalimide 
• 28715-70-0 methoxy-phenyl-sulfane 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 
• 24380-79-8 S-phenyl-N,N-dimethylsulfenamide 
• 60-29-7 diethyl ether 
• 3153-52-4 benzenesulfenyl thiocyanate 
• 28074-23-9 phenylsulfenyl bromide 
• 139-66-2 diphenyl sulfide 

Downstream Products

• 139-66-2 diphenyl sulfide 
• 109-89-7 diethylamine 
• 58734-93-3 Cyano-phenylsulfanyl-acetic acid ethyl ester 
• 94437-27-1 N-Phenylsulfenyl-N-<4-ethoxy-phenyl>-N'.N'-diethyl-thioharnstoff; N-Phenylmercapto-N-<4-ethoxy-phenyl>-N'.N'-diethyl-thioharnstoff 
• 3660-41-1 p-nitrophenylsulfonothioic phenyl ester 
• 112128-60-6 N,N-Diethyl-S-(4-nitro-phenyl)-thiohydroxylamine 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 124408-62-4 N'-methyl-N,N-diethyl-N'-phenylthiosulfamide 
• 105850-51-9 C₁₀H₁₅NO₃S₂ 
• 34620-13-8 2,2-Bis-(3-oxo-3-phenyl-2-phenylsulfanyl-propyl)-malonic acid diethyl ester 
• 14064-08-5 diethyl 2-(phenylthio)malonate 
• 64826-51-3 phenyl 1-oxo-pyridin-2-yl disulfide 
• 5461-52-9 N,N-diethylcyclohexanecarboxamide 
• 18859-19-3 N,N-diethyl-3-phenylpropanamide 

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.

AlCl3-catalyzed insertion of isocyanides into nitrogen-sulfur bonds of sulfenamides

Lewis acid-catalyzed insertion of isocyanides 2 into nitrogen-sulfur bonds of sulfenamides 1 was developed. This method provided a convenient method for the synthesis of isothioureas 3. Among Lewis acids examined, AlCl3 brought about the best result. Acetic acid assisted one-pot preparation of unsymmetrical ureas was also described.

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