137777-78-7

Basic information

• Product Name: Carbamimidothioic acid,N-methyl-N'-[(4-methylphenyl)sulfonyl]-N-[(trimethylsilyl)methyl]-, methylester
• CAS NO: 137777-78-7
• Molecular Formula: C14H24N2O2S2Si
• Molecular Weight: 344.574
• Mol File: 137777-78-7.mol

Chemical Properties

• CAS DataBase Reference: Carbamimidothioic acid,N-methyl-N'-[(4-methylphenyl)sulfonyl]-N-[(trimethylsilyl)methyl]-, methylester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamimidothioic acid,N-methyl-N'-[(4-methylphenyl)sulfonyl]-N-[(trimethylsilyl)methyl]-, methylester(137777-78-7)
• EPA Substance Registry System: Carbamimidothioic acid,N-methyl-N'-[(4-methylphenyl)sulfonyl]-N-[(trimethylsilyl)methyl]-, methylester(137777-78-7)

Safety Data

• Hazardous Substances Data: 137777-78-7(Hazardous Substances Data)

Upstream product

• 137777-75-4 N-p-toluenesulfonyl-N'-trimethylsilylmethyl-S-methylisothiourea 
• 74-88-4 methyl iodide 
• 2651-15-2 N-[bis(methylthio)methylene]-p-toluenesulfonamide 

Downstream Products

• 137777-99-2 3-methyl-4,5-dihydro-5,5-diphenyl-2-p-toluenesulfonylimino-1,3-oxazole 
• 137777-95-8 4,5-dihydro-3-methyl-5-phenyl-2-(p-toluenesulfonyl)imino-1,3-oxazole 
• 20979-72-0 N-(p-toluenesulfonyl)-N',N',S-trimethylisothiourea 

Relevant articles and documents

N-bis(methylthio)methylene derivatives. VII. Syntheses and reactions of synthetic equivalents of new 1,3-dipolar reagents using N- bis(methylthio)methylene derivatives

N-Cyano- or N-(p-toluenesulfonyl)-N'-(trimethylsilylmethyl)-S- methylisothioureas (3,4), readily prepared by reactions of S,S'-dimethyl N- cyano- (1a) and S,S'-dimethyl N-(p-toluenesulfonyl)- (1b) carbonimidodithioates with trimethylsilylmethylamine (2a), followed by N- alkylation, have been found to provide synthetic equivalents of iminoazomethine ylide. Treatment of these compounds with cesium fluoride in the presence of reactive heterodipolarophiles such as carbonyl compounds afforded 1,3-dipolar cycloadducts, 4,5-dihydro-2-iminooxazoles and 4,5- dihydro-2-iminothiazoles, via the 1,3-elimination of (methylthio)trimethylsilane. S-Methyl-S'-trimethylsilylmethyl N-cyano- (5a) and N-(p-toluene-sulfonyl)- (5b) carbonimidodithioates, also readily prepared from the corresponding 1a and 1b with (mercaptomethyl)trimethylsilane (2b), were used as new reagents for introducing a thioformaldehyde unit at a carbonyl carbon. Reactions of these compounds with aldehydes in the presence of cesium fluoride afforded thiiranes via the 1,3-dipolar cycloaddition of iminothiocarbonyl ylide to the C=O double bond. Reactions of 5 with dimethyl fumarate and maleate in the presence of cesium fluoride in acetonitrile gave 1,3-dipolar cycloadducts, dimethyl 2-(N-(p- toluenesulfonyl)imino)tetrahydrothiophene-3,4-dicarboxylates.

Synthesis and [3+2]cycloadditions of N-(trimethylsilylmethyl)isothioureas: A synthetic equivalent of novel 1,3-dipolar reagent, iminoazomethine ylid

N-(Trimethylsilylmethyl)isothioureas, readily prepared by the reaction of N-bis(methylthio)methylenecyanamide or -p-toluenesulfonamide with (trimethylsilylmethyl)amine, followed by N-alkylation, have been found to be a synthetic equivalent of iminoazometh