32607-35-5

Basic information

• Product Name: 4-Imidazolidinone, 3-(4-methylphenyl)-2-thioxo-
• CAS NO: 32607-35-5
• Molecular Formula: C10H10N2OS
• Molecular Weight: 206.268
• Mol File: 32607-35-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4-Imidazolidinone, 3-(4-methylphenyl)-2-thioxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Imidazolidinone, 3-(4-methylphenyl)-2-thioxo-(32607-35-5)
• EPA Substance Registry System: 4-Imidazolidinone, 3-(4-methylphenyl)-2-thioxo-(32607-35-5)

Safety Data

• Hazardous Substances Data: 32607-35-5(Hazardous Substances Data)

Upstream product

• 52060-58-9 N-p-Tolyl-N'-(carboxymethyl)thiourea 
• 56-40-6 glycine 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 111651-82-2 ethyl 2‐(3‐(p‐tolyl)thioureido)acetate 
• 99006-63-0 (4,5-Dioxo-2-thioxo-3-p-tolyl-imidazolidin-1-yl)-acetic acid ethyl ester 
• 75390-40-8 tetra-p-tolyloxalic amidine 
• 24066-82-8 ethyl 2-isothiocyanatoacetate 
• 99006-58-3 {2-Thioxo-3-p-tolyl-4,5-bis-[(Z)-p-tolylimino]-imidazolidin-1-yl}-acetic acid ethyl ester 

Downstream Products

• 858202-83-2 1-acetyl-2-thioxo-3-p-tolyl-imidazolidin-4-one 
• 61442-33-9 5-naphthalen-1-ylmethylene-2-thioxo-3-p-tolyl-imidazolidin-4-one 
• 53865-41-1 3-p-Tolyl-5-(4'-nitrobenzyliden)-2-thio-hydantoin 
• 53865-31-9 5-(2-nitro-benzylidene)-2-thioxo-3-p-tolyl-imidazolidin-4-one 
• 351034-16-7 5-[1-Benzo[1,3]dioxol-5-yl-meth-(Z)-ylidene]-2-thioxo-3-p-tolyl-imidazolidin-4-one 
• 351034-14-5 5-[1-Phenyl-meth-(Z)-ylidene]-2-thioxo-3-p-tolyl-imidazolidin-4-one 
• 325153-40-0 5-[(Z)-(dimethylamino)methylidene]-3-(4-methylphenyl)-2-thioxoimidazolidin-4-one 
• 325153-43-3 5-[1-Dimethylamino-meth-(Z)-ylidene]-2-methylsulfanyl-3-p-tolyl-3,5-dihydro-imidazol-4-one 
• 102311-45-5 5-[1]naphthylmethyl-3-p-tolyl-imidazolidine-2,4-dione 
• 102241-41-8 5-[1]naphthylmethylene-3-p-tolyl-imidazolidine-2,4-dione 
• 317384-13-7 5-[(Z)-(2-methyl-1H-indol-3-yl)methylidene]-3-(4-methylphenyl)-2-thioxoimidazolidin-4-one 

Relevant articles and documents

Glycosylation of 2-thiohydantoin derivatives. Synthesis of some novel S-alkylated and S-glucosylated hydantoins

3-Aryl-5-((Z)-arylidene)-3-aryl-2-(2-methylthioethyl)-2-thiohydantoins 3a-f and 3-aryl-5-((Z)-arylidene)-2-(2′,3′,4′,6′-tetra-O- acetyl-β-D-glucopyranosyl)-2-thiohydantoins 7a-n were prepared from the reaction of 3-aryl-5-((Z)-arylidene)-2-thiohydantoins

A New Method of Synthesis of 3-Monosubstituted-2-thiohydantoins and -Hydantoins

A new method of synthesis of 3-monosubstituted derivatives of 2-thiohydantoin and hydantoin in reaction of isothiocyanate or isocyanate glycin ethyl ester with primary aliphatic and aromatic amines has been described. Crude products were obtained with high yield and purity. The structure of these compounds was confirmed by spectral methods. Key words: 2-thiohydantoin, hydantoin, isothiocyanate glycin ethyl ester, isocyanate glycin ethyl ester

MECHANISM OF BASE-CATALYZED CYCLIZATION OF ETHYL N-(SUBSTITUTED AMINOCARBONYL)GLYCINATES

The cyclization rate constants have been measured of substituted ethyl N-(phenylaminocarbonyl)-, N-(alkylaminocarbonyl)-, and N-(phenylaminothiocarbonyl)glycinates RNHCXNHCH2CO2C2H5 (X=O,S).Logarithms of these constants increase with decreasing basicity of the amines down to the value of pKa(RNH2) = 5.5.The rate-limiting step of the reaction is formation of the tetrahedral intermediate.With ethyl N-(phenylaminocarbonyl)glycinates (whose pKa(RNH2) values are higher) this dependence, on the contrary, slightly decreases, and the acid-catalyzed splitting off of ethoxy group from the cyclic intermediate becomes rate-li miting.The cyclization rate of a series of ethyl N-(phenylaminothiocarbonyl)glycinates is practically independent of the pKa(RNH2) values, the change in the rate limiting step would take place at pH about 9.