1383426-28-5

Basic information

• Product Name: methyl 3-(3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-yl)-4,5-dihydro-3H-pyrazole-3-carboxylate
• CAS NO: 1383426-28-5
• Molecular Weight: 303.277
• Mol File: 1383426-28-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 3-(3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-yl)-4,5-dihydro-3H-pyrazole-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-(3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-yl)-4,5-dihydro-3H-pyrazole-3-carboxylate(1383426-28-5)
• EPA Substance Registry System: methyl 3-(3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-yl)-4,5-dihydro-3H-pyrazole-3-carboxylate(1383426-28-5)

Safety Data

• Hazardous Substances Data: 1383426-28-5(Hazardous Substances Data)

Upstream product

• 49846-91-5 methyl 4,5-dihydro-1H-pyrazole-3-carboxylate 
• 4233-33-4 4-Phenyl-1,2,4-triazolidine-3,5-dione 

Downstream Products

• 1383426-23-0 methyl (Z)-2-(3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-yl)but-2-enoate 
• 1383426-24-1 methyl (E)-2-(3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-yl)but-2-enoate 
• 1383426-36-5 methyl 1-(3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-yl)cyclopropane-1-carboxylate 

Relevant articles and documents

Reactions of 4-phenyl-1,2,4-triazoline-3,5-dione with 2-pyrazolines

4-Phenyl-1,2,4-triazoline-3,5-dione (PTAD) acts as an efficient Michael acceptor in reactions with 1-unsubstituted 2-pyrazolines, giving substituted (3,5-dioxo-4-phenyl-1,2,4-triazol-idin-1-yl)-1-pyrazolines in quantitative yields. Through elimination of molecular nitrogen, the latter are easily transformed into the corresponding cyclopropanes. A reaction of methyl 5-methyl-2-pyrazoline-5-carboxylate with a twofold excess of PTAD leads to an intermediate bisadduct, which undergoes dediazotization to form a 1,3,5-triazabicyclo[3.3.0]octane-2,4-dione derivative. 1-Substituted 2-pyrazolines also add to PTAD with the exception that the 2-pyrazoline structure is retained in the product because of the migration of the C(3)H proton to PTAD.