31113-70-9

Basic information

• Product Name: 5-(benzylidene)-1-methylhydantoin
• Synonyms: 5-(benzylidene)-1-methylhydantoin
• CAS NO: 31113-70-9
• Molecular Weight: 202.213
• Mol File: 31113-70-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-(benzylidene)-1-methylhydantoin(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(benzylidene)-1-methylhydantoin(31113-70-9)
• EPA Substance Registry System: 5-(benzylidene)-1-methylhydantoin(31113-70-9)

Safety Data

• Hazardous Substances Data: 31113-70-9(Hazardous Substances Data)

Upstream product

• 3720-98-7 1,6-dimethylglycoluril 
• 100-52-7 benzaldehyde 
• 109133-93-9 diethyl 1-methyl-2,4-dioxoimidazolidine-5-phosphonate 
• 616-04-6 1-methyldiazolidine-2,4-dione 

Downstream Products

• 117979-94-9 5-(p-chlorosulfonylbenzylidene)-1-methylhydantoin 

Relevant articles and documents

Reasons why aldehydes do not generally participate in cucurbit[ n ]uril forming reactions

The reaction of substituted glycolurils or a glycoluril dimer with a dialdehyde (o-phthalaldehyde) delivers S-shaped dimers and an S-shaped tetramer selectively. A combination of X-ray crystallography, PM3 calculations, and product resubmission experiments establish that the S-shaped isomers are thermodynamically more stable than the C-shaped diastereomers which we attribute to the conformational preferences of the newly formed benzo bicyclo[3.3.2]decane ring system. The preferential formation of S-shaped subunits is one reason why o-phthalaldehyde and possibly other aldehydes do not usually participate in CB[n] forming reactions. We also present evidence that points toward an equilibrium between glycoluril monomer + phthalaldehyde and S-shaped dimer + water that responds to concentration over the 1-50 mM range. This result suggests a second reason, insufficient reactivity (e.g., low equilibrium constant), why o-phthalaldehyde and possibly other aldehydes do not participate in CB[n] forming reactions. Delineation of the reasons why some aldehydes fail in these reactions is the first step toward devising methods to overcome these limitations.

REACTIONS OF CHLOROSULFONYLBENZYLIDENE HYDANTOINS

5-(Benzylidene- and o-chlorobenzylidene-) and cinnamylidene-hydantoins reacted with chlorosulfonic acid to give the corresponding p-sulfonyl chlorides (1, 35, 44).These were converted into 49 derivatives by reaction with amines, hydrazines and azide ion.