137527-42-5

Basic information

• Product Name: (E)-1-(1,3-dimethyl-5-hydroxy-4-pyrazolyl)-3-phenyl-2-propen-1-one
• CAS NO: 137527-42-5
• Molecular Weight: 242.277
• Mol File: 137527-42-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (E)-1-(1,3-dimethyl-5-hydroxy-4-pyrazolyl)-3-phenyl-2-propen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(1,3-dimethyl-5-hydroxy-4-pyrazolyl)-3-phenyl-2-propen-1-one(137527-42-5)
• EPA Substance Registry System: (E)-1-(1,3-dimethyl-5-hydroxy-4-pyrazolyl)-3-phenyl-2-propen-1-one(137527-42-5)

Safety Data

• Hazardous Substances Data: 137527-42-5(Hazardous Substances Data)

Upstream product

• 2749-59-9 1,3-dimethyl-5-pyrazolone 
• 4192-77-2 ethyl cinnamate 
• 5203-77-0 1,3-dimethyl-1H-pyrazol-5-ol 
• 102-92-1 Cinnamoyl chloride 

Downstream Products

• 137527-47-0 1,3-dimethyl-6-phenylpyrano<2,3-c>pyrazol-4(1H)-one 
• 137527-45-8 5,6-dihydro-1,3-dimethyl-6-phenylpyrano<2,3-c>pyrazole 
• 137527-46-9 5-bromo-5,6-dihydro-1,3-dimethyl-6-phenylpyrano<2,3-c>pyrazol-4(1H)-one 
• 137527-44-7 5,6-dihydro-1,3-dimethyl-6-phenylpyrano<2,3-c>pyrazol-4(1H)-one 

Relevant articles and documents

New 1-substituted 4-cinnamoyl-5-hydroxypyrazoles and precursors thereof: Synthesis, ring closure reactions and NMR-spectroscopic investigations

Reaction of 1-substituted 5-hydroxy-1H-pyrazoles (pyrazolones) with trans-cinnamoyl chloride / calcium hydroxide in dioxane affords the corresponding 4-cinnamoyl-5-hydroxy-1H-pyrazoles. Cyclization of the latter into 5,6-dihydropyrano[2,3-c]pyrazol-4-ones proceeds in very low yields upon treatment with concentrated sulfuric acid. 1,6-Diphenyl-1H-pyrano[2,3-c]pyrazol-4-one was synthesized by reaction of of 4-acetyl-5-hydroxy-1-phenyl-1H-pyrazole with benzoyl chloride and lithium bis(trimethylsilyl)amide and subsequent cyclization of the thus obtained 1,3-diketone. NMR-spectroscopic investigations with the obtained 4-substituted 5-hydroxypyrazoles and their precursors regarding their tautomeric behavior in various solvents are presented.