59749-96-1

Basic information

• Product Name: 2-(thiocarbamyl)-acetanilid
• Synonyms: 2-(thiocarbamyl)-acetanilid;alpha-(thiocarbamyl)acetanilide;2-(Thiocarbamoyl)acetanilide;N-Phenyl-3-amino-3-thioxopropanamide;USAF UCTL-1744
• CAS NO: 59749-96-1
• Molecular Formula: C₉H₁₀N₂OS
• Molecular Weight: 194.2535
• Mol File: 59749-96-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.315g/cm³
• Refractive Index: 1.682
• CAS DataBase Reference: 2-(thiocarbamyl)-acetanilid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(thiocarbamyl)-acetanilid(59749-96-1)
• EPA Substance Registry System: 2-(thiocarbamyl)-acetanilid(59749-96-1)

Safety Data

• Hazardous Substances Data: 59749-96-1(Hazardous Substances Data)

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 
• 120353-54-0 N-Phenyl-2-(phenyl-hydrazono)-2-thiocarbamoyl-acetamide 
• 120353-55-1 2-[(4-Chloro-phenyl)-hydrazono]-N-phenyl-2-thiocarbamoyl-acetamide 
• 120353-79-9 <5-(4-chlorophenyl)azo-4-methylthiazol-2-yl>acetanilide 
• 120353-59-5 2-(5-Acetyl-4-methyl-thiazol-2-yl)-N-phenyl-acetamide 
• 120353-58-4 N-Phenyl-4-phenylthiazol-2-acetamide 
• 59750-58-2 ((Z)-1-Methylsulfanyl-2-phenylcarbamoyl-vinyl)-carbamic acid ethyl ester 
• 1338443-31-4 6-amino-N₅-(2-methoxyphenyl)-4-methylsulfanyl-N₃-phenyl-2-thioxo-1,2-dihydropyridine-3,5-dicarboxamide 
• 1447585-55-8 2-(2-anilino-2-oxoethyl)-N-phenyl-6-thioxo-1,6-dihydropyrimidine-5-carboxamide 
• 1447585-61-6 propyl {[2-(2-anilino-2-oxyethyl)-5-(N-phenylcarbamoyl)pyrimidin-4-yl]thio}acetate 
• 1453263-74-5 2-amino-4-methyl-6-n-nonylsulfanyl-N³,N⁵-diphenyl-3,4-dihydropyridine-3,5-dicarboxamide 
• 1453263-72-3 2-amino-4-methyl-6-[2-(4-methoxyphenylamino)-2-oxoethylsulfanyl]-N³,N⁵-diphenyl-3,4-dihydropyridine-3,5-dicarboxamide 
• 1453263-71-2 2-amino-6-[2-(4-bromophenylamino)-2-oxoethylsulfanyl]-N³,N⁵-diphenyl-4-(1-phenylethyl)-3,4-dihydropyridine-3,5-dicarboxamide 
• 1453263-59-6 6-amino-4-methyl-2-thioxo-N³,N⁵-diphenyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide 

Relevant articles and documents

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.