5577-66-2

Basic information

• Product Name: (5E)-5-[4-(methylsulfanyl)benzylidene]-2-thioxoimidazolidin-4-one
• CAS NO: 5577-66-2
• Molecular Formula: C₇H₁₉NSi
• Molecular Weight: 250.3399
• Mol File: 5577-66-2.mol

Chemical Properties

• Density: 1.4g/cm³
• Refractive Index: 1.716
• CAS DataBase Reference: (5E)-5-[4-(methylsulfanyl)benzylidene]-2-thioxoimidazolidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (5E)-5-[4-(methylsulfanyl)benzylidene]-2-thioxoimidazolidin-4-one(5577-66-2)
• EPA Substance Registry System: (5E)-5-[4-(methylsulfanyl)benzylidene]-2-thioxoimidazolidin-4-one(5577-66-2)

Safety Data

• Hazardous Substances Data: 5577-66-2(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 109-73-9 N-butylamine 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 7677-24-9 trimethylsilyl cyanide 
• 22737-37-7 N,O-bis(trimethylsilyl)hydroxylamine 
• 40964-87-2 N-<2-(trimethylsilyl)ethyl>butylamine 
• 754-05-2 ethenyltrimethylsilane 

Downstream Products

• 109-46-6 1,3-dibutylthiourea 
• 110-68-9 N-n-butyl-N-methylamine 
• 70365-16-1 N-(3-methoxybenzylidene)butan-1-amine 
• 1077-18-5 N-benzylidenebutan-1-amine 
• 7173-86-6 N-(4-chlorobenzylidene)butan-1-amine 
• 7020-93-1 N-[(4-methylphenyl)methylene]-1-butanamine 
• 1529-17-5 phenyltrimethylsilyl ether 
• 109-73-9 N-butylamine 
• 107-46-0 Hexamethyldisiloxane 
• 40899-06-7 2,4,6-tributyl-[1,3,5]triazinane 
• 75-77-4 chloro-trimethyl-silane 
• 115345-79-4 6-Isocyanato-hexanoic acid butylamide 
• 1825-62-3 ethyl trimethylsilyl ether 
• 13036-83-4 1,3,5-tributyl-[1,3,5]triazinane 

Relevant articles and documents

Novel method for preparing bis(trimethylsilyl) amines via treatment with trimethylsilylamines and methyl iodide

A convenient method for the synthesis of N,N-bis(trimethylsilyl)alkylamines has been reported. N-(Trimethylsilyl)diethylamine incorporated with a stoichiometric amount of methyl iodide was effective to convert primary amines, especially aromatic amines, and their monotrimethylsilyl derivatives into the corresponding N,N-bis(trimethylsilyl)amine derivatives in high yields. In the case of N-trimethylsilyl derivatives of aliphatic primary amines, a half-amount of silylamines served as a silylation agent against another half-amount of silylamines in the presence of 0.5 equivalent of methyl iodide to give N,N-bis(trimethylsilyl)alkylamines in good yield. Allyl iodide, allyl bromide and benzyl bromide were also effective to promote the silylation activity of silylamines.

Electrophilic Amination of Higher Order Cuprates with N,O-Bis(trimethylsilyl)hydroxylamine

In the reaction of higher order cyanocuprates with N,O-bis(trimethylsilyl)hydroxylamine delivery of the NHSiMe3 moiety to one of the anionic ligands in the cuprate takes place even in the absence of external bases according to an "electrophilic amination" protocol.Details of the methodology are given, and the reaction mechanism is analyzed in terms of interception by a mixed bis-metal cluster of a lithium N-silyl-N-siloxyamide, followed by intramolecular C-N coupling.This method is applicable to cyanocuprates bearing aromatic, heteroaromatic, and saturated aliphatic ligands.A number of 2-amino-substituted heterocycles, not easily accesible by normal routes, can be obtained with the aid of a stabilizing silylation at the nitrogen atom.

METALLATION OF AMINOSILANES: PREPARATION, INFRARED AND 1H AND 7Li NMR SPECTRA OF MONO- AND POLY-LITHIATED DERIVATIVES OF (Si-n-BUTYLAMINO)METHYLSILANES ("SILAZATES")

The reaction of aminosilanes Me(4-x)Si(NHBun)x (x=1-4) with appropriate amounts of n-butyllithium gave the N-lithio derivatives Me(4-x)Si(NHBun)y(NLiBun)(x-y) (x=1, y=0 (I); x=2, y=0 (II), 1 (III); x=3, y=0 (IV), 1 (V), 2 (VI); x=4, y=0 (VII), 1 (VIII), 2 (IX), 3 (X)).Their infrared and 1H NMR spectra are reported, along with the 7Li NMR spectra of solutions of compounds I-IV and their complexes with PMDETA or TMEDA in n-pentane, diethyl ether, and THF.Inferences are drawn about the nature of solution species, and the analogy between tetra-imido anionic species Si(NR)4(4-) ("silazates") and the orthosilicate anion is explored.