59749-96-1

Usage

Common Uses

Pesticide and herbicide

Physical Properties

White, crystalline compound; slightly soluble in water

Functional Mechanism

Inhibits the activity of acetolactate synthase, an enzyme necessary for plant growth and reproduction

Effectiveness

Effective for controlling the growth of unwanted plants in agricultural settings

Toxicity

Toxic to some animals and humans; should be used with caution

Industrial Applications

Used as an intermediate in the synthesis of other chemicals

InChI:InChI=1/C9H10N2OS/c10-8(13)6-9(12)11-7-4-2-1-3-5-7/h1-5H,6H2,(H2,10,13)(H,11,12)

Upstream product

• 621-03-4 cyanoacetanilide 

Downstream Products

• 156644-01-8 S-methylmonothiomalonanilide 
• 120353-55-1 2-[(4-Chloro-phenyl)-hydrazono]-N-phenyl-2-thiocarbamoyl-acetamide 
• 120353-58-4 N-Phenyl-4-phenylthiazol-2-acetamide 
• 120353-77-7 (4-methyl-5-phenylazothiazol-2-yl)acetanilide 
• 156643-85-5 6-Amino-5-cyano-2-mercapto-4,N-diphenyl-nicotinamide 
• 156643-87-7 6-Amino-4-(4-chloro-phenyl)-5-cyano-2-mercapto-N-phenyl-nicotinamide 
• 350798-93-5 6-amino-5-benzenesulfonyl-2-mercapto-4-(4-methoxy-phenyl)-N-phenyl-nicotinamide 
• 919247-67-9 N⁽³⁾,N⁽⁵⁾,4-triphenyl-6-amino-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide 
• 919215-90-0 N⁽³⁾,N⁽⁵⁾-diphenyl-6-amino-2-thioxo-4-(4-tolyl)-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide 
• 912901-34-9 N⁽³⁾,N⁽⁵⁾-diphenyl-6-amino-4-(4-chlorophenyl)-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide 
• 912901-37-2 N⁽³⁾,N⁽⁵⁾-diphenyl-6-amino-4-(2-furyl)-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide 
• 1393670-26-2 4-(4-chlorophenyl)-N,6-diphenyl-2-thioxo-1,2,3,4-tetrahydropyridine-3-carboxamide 
• 896720-63-1 3-(4-chlorophenyl)-2-cyano-5-oxo-5-phenyl-N-phenylpentanamide 
• 107969-75-5 3-(p-chlorophenyl)-1,5-diphenyl-1,5-pentanedione 

Relevant academic research and scientific papers

Unexpected result in the reaction of 3-amino-3-thioxopropanamides with 2-anilinomethylene derivatives of 1,3-dicarbonyl compounds. synthesis of pyrimidine-5-carboxamide derivatives

The interaction of 3-amino-3-thioxopropanamides with 2-anilinomethylene derivatives of dimedone, 1,3-cyclohexanedione and Meldrum's acid led to the formation of 2-(2-amino-2-oxoethyl)-6-thioxo-1,6-dihydropyrimidine-5- carboxamides. The latter were alkylated in alkaline medium with the formation of 4-(alkylthio)pyrimidine-5-carboxamide derivatives.

E-Z-izomerization of 2-methylenethiazolidin-4-ones

The equilibrium concentrations of E- and Z-isomers of thiazolidin-4-ones containing exocyclic double bonds in positions 2 and 5 of the cycle were determined in DMSO-d6. The influence of the nature of the substituents on the equilibrium position was found. Electron-releasing substituents stabilize the E,Z-configuration and electron-withdrawing substituents stabilize the Z,Z-configuration. The association constants of E- and Z-2-ethoxycarbonylmethylenethiazolidin-4-ones with the sodium cation were determined by 1H NMR spectroscopy.