55889-14-0

Upstream product

• 15414-78-5 1-phenylhydantoin 
• 77-78-1 dimethyl sulfate 
• 32000-73-0 5-bromo-3,6-dimethyl-1-phenyluracil 
• 4791-23-5 N-chloroacetyl-N'-phenylurea 
• 103-01-5 N-Phenylglycine 
• 624-83-9 methyl isocyanate 
• 2216-92-4 N-phenylglycine ethyl ester 
• 64-10-8 phenyl carbamate 
• 91304-77-7 (3-Methyl-1-phenyl-ureido)-acetic acid ethyl ester 
• 186581-53-3 diazomethane 

Relevant academic research and scientific papers

BASE CATALYZED CYCLIZATION OF SUBSTITUTED ESTERS OF HYDANTOIC AND THIOHYDANTOIC ACID

Base catalyzed cyclization rates have been measured of 22 derivatives of hydantoic and thiohydantoic acid esters in water and methanol.The cyclization of methyl and ethyl esters of hydantoic and 5-methylhydantoic acids is accompanied by hydrolysis of the ester group, whereas with the other derivatives the hydrolysis does not take place.Hydrolysis of the cyclization products (hydantoin and thiohydantoin derivatives) is not significant under the kinetic conditions.The cyclization of methyl ester of 5-phenylhydantoic acid in methanol is reversible; the equilibrium mixture contains 30percent of the starting ester.In all the cases the cyclization is subject to specific base catalysis; exceptions are esters of 5-phenylthiohydantoic and 5-phenyl-2-methylthiohydantoic acids whose cyclizations are subject to general base catalysis.Substituents always accelerate the cyclization.The 3-substituents have the greatest effects, the cyclization rate being considerably increased with bulk of the substituents; similarly large effect of 5-phenyl group consists mainly in its polar effects on the pre-equilibrium.The cyclizations are slower in methanol at the same concentration of the lyate ion: the greatest difference (up to 3 orders of magnitude) is observed with the 5-phenyl derivatives.

Pyrimidines. Part 53. Novel Ring Transformation induced by the Substituent Effect of the Phenyl Group. Reaction of 5-Bromo-6-methyl-1-phenyluracil Derivates with Amines and Hydrazine to give Hydantoins and Pyrazolones

Reaction of 5-bromo-6-methyluracil derivates (1), possessing a phenyl or para-substituted phenyl group at the 1-position of the uracil ring, with methylamine or hydrazine hydrate causes novel ring transformations to give 1-arylhydantoins (2) and 4-ureidop

Insecticidal phenyl hydantoin compounds

Novel phenyl hydantoin compounds are disclosed of the structure: STR1 wherein R1 and R2 are independently hydrogen, amino, nitro, halogen, hydroxy, substituted and unsubstituted lower alkyl, cycloalkyl, phenyl and lower alkenyl; and R3 is substituted and unsubstituted lower alkyl, lower alkenyl and cycloalkyl; as well as pesticidal methods employing said novel compounds; and pesticidal compositions containing said novel compounds.