111992-04-2

Upstream product

• 133902-79-1 4-acetyl-1-(4-chloro-2-fluorophenyl)-3,3-dimethyl-1,2,4-triazolidin-5-one 
• 112006-20-9 C₉H₈ClFN₂O₂ 
• 57946-56-2 2-fluoro-4-chloroaniline 
• 133902-72-4 N-(4-Chloro-2-fluoro-phenyl)-N'-isopropylidene-hydrazine 

Downstream Products

• 220062-95-3 2-(4-chloro-2-fluoro-phenyl)-4-(2-fluoro-ethyl)-5-methyl-2,4-dihydro-[1,2,4]triazol-3-one 
• 1257424-08-0 methyl 2-((1-(4-chloro-2-fluoro-5-(methylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl(methoxy)carbamate 
• 1257424-09-1 methyl 2-((1-(4-chloro-5-(ethylsulfonamido)-2-fluorophenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl(methoxy)carbamate 
• 1257424-10-4 methyl 2-((1-(4-chloro-2-fluoro-5-(phenylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl(methoxy)carbamate 
• 1048965-97-4 (E)-methyl 2-(2-((1-(4-chloro-2-fluoro-5-(methylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-3-methoxyacrylate 
• 1048965-98-5 (E)-methyl 2-(2-((1-(4-chloro-5-(ethylsulfonamido)-2-fluorophenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-3-methoxyacrylate 
• 1048965-99-6 (E)-methyl 2-(2-((1-(4-chloro-2-fluoro-5-(phenylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-3-methoxyacrylate 
• 100563-49-3 C₉H₆ClFN₄O₃ 
• 1048966-14-8 C₉H₈ClFN₄O 
• 1257424-14-8 C₁₂H₁₄ClFN₄O₇S₃ 
• 1257424-15-9 C₁₅H₂₀ClFN₄O₇S₃ 
• 1257424-16-0 C₂₇H₂₀ClFN₄O₇S₃ 
• 1048965-86-1 (E)-methyl 2-(2-((1-(4-chloro-2-fluoro-5-(methylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-2-(methoxyimino)acetate 
• 1048965-87-2 (E)-methyl 2-(2-((1-(4-chloro-2-fluoro-5-(phenylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-2-(methoxyimino)acetate 

Relevant academic research and scientific papers

Synthesis and biological activity of novel phenyltriazolinone derivatives

Phenyltriazolinones are one of the most important classes of herbicides targeting the protoporphyrinogen oxidase enzyme. A series of triazolinone derivatives containing a strobilurin pharmacophore were designed and synthesized with the aim of discovering new phenyltriazolinone analogues with high activity. The herbicidal activity of the synthesized compounds was assayed and some of the test compounds displayed moderate herbicidal activity at 150 g ai/ha.

Difluoromethylation of 4,5-dihydro-1-phenyl-3-methyl-1,2,4-triazol-5(1H)-ones with glymes as solvents

An improved process for the difluoromethylation of a 1-(optionally substituted)phenyl-1H-1,2,4-triazol-5-one at the 4-position of the triazole ring with chlorodifluoromethane significantly reduces the cycle time required for the reaction. The improvement comprises reacting the triazolinone with potassium carbonate in a glyme solvent, heating one molar equivalent of a sodium or potassium salt of the triazolinone with 0.1 to 1 molar equivalent of potassium carbonate and 1.5 to 1.8 molar equivalents of chlorodifluoromethane in a glyme solvent, the concentration the triazolinone in the glyme being in the range of 5 to 15 percent weight/volume, at a temperature in the range of 165° to 200° C. for 5 to 30 minutes, with a 10 to 15 percent molar excess of chlorodifluoromethane, either at atmospheric pressure under an inert atmosphere or in a sealed autoclave, and recovering the difluoromethylated triazolinone.

A Convenient Synthesis of 1-Aryl-3-methyl-1,2,4-triazolin-5-ones From the Reaction Between Acetone Arylhydrazones and Acetyl Isocyanate

The reaction of acetone arylhydrazones with acetyl isocyanate gave the corresponding 4-acetyl-1-aryl-3,3-dimethyl-1,2,4-triazolidin-5-ones which eliminated acetone upon hydrolysis to give 1-aryl-3-methyl-1,2,4-triazolin-5-ones.The above transformation can be achieved in one pot by a simple solvent swap.