3-Methyl-2-pyrazolin-5-one

Base Information

• Chemical Name: 3-Methyl-2-pyrazolin-5-one
• CAS No.: 108-26-9
• Deprecated CAS: 206195-93-9,937063-51-9,937063-51-9
• Molecular Formula: C4H6 N2 O
• Molecular Weight: 98.1044
• Hs Code.: 29331990
• European Community (EC) Number: 203-565-3
• NSC Number: 4120
• DSSTox Substance ID: DTXSID2051554
• Nikkaji Number: J2.418J
• Wikidata: Q27286078
• Mol file: 108-26-9.mol

Synonyms:3-Methyl-2-pyrazolin-5-one;108-26-9;3-Methyl-5-pyrazolone;3-Methyl-1H-pyrazol-5(4H)-one;3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-;3-methyl-1,4-dihydropyrazol-5-one;3-Methyl-pyrazolon-(5);2-PYRAZOLIN-5-ONE, 3-METHYL-;5-Methyl-2,4-dihydro-3H-pyrazol-3-one;2,4-Dihydro-5-methyl-3H-pyrazol-3-one;3-methyl-4,5-dihydro-1H-pyrazol-5-one;NSC4120;3-Methyl-pyrazolon-(5) [German];NSC 4120;5-methyl-2,4-dihydropyrazol-3-one;EINECS 203-565-3;BRN 0606503;UNII-P378M0497D;MFCD00020699;EC 203-565-3;3Me5Oxopyrazol;5-Methyl-2,4-dihydro-pyrazol-3-one;3-methyl-2-pyrazoline-5-one;3-methyl-1H-pyrazoline-5-one;DTXSID2051554;AC8022;STL137537;AKOS003624833;AKOS025243276;AC-4810;CS-W013724;SY010796;LS-128896;5-Methyl-2,4-dihydro-3H-pyrazol-3-one #;BB 0242292;FT-0616077;M0491;EN300-16236;E83006;J-512869;W-108724;Q27286078;Z50145989;3-Methyl-5-pyrazolone, Lonza quality, 99.0-100.3% (w/w) (T)

Chemical Property of 3-Methyl-2-pyrazolin-5-one

Chemical Property:

• Appearance/Colour: pale white crystal powder
• Vapor Pressure: 0.000345mmHg at 25°C
• Melting Point: 220-224 ºC
• Refractive Index: 1.4327 (estimate)
• Boiling Point: 309.7oC at 760 mmHg
• PKA: 13.10±0.40(Predicted)
• Flash Point: 141.1oC
• PSA: 41.46000
• Density: 1.33 g/cm³
• LogP: -0.35340
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Slightly soluble in ethanol.
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 98.048012819
• Heavy Atom Count: 7
• Complexity: 128

Purity/Quality:

98% ^*data from raw suppliers

3-Methyl-1H-pyrazol-5(4H)-one ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=NNC(=O)C1
• Uses: 3-Methyl-2-pyrazolin-5-one is used as intermediate for the manufacture of dyestuffs as well as for agrochemicals. 3-Methyl-2-pyrazolin-5-one is used in the preparation of spirocyclic [indole-3,4'-pyrano[2,3-c]pyrazole] by reacting with isatins and malonitrile in the presence of sodium bromide as electrolyte.

Technology Process of 3-Methyl-2-pyrazolin-5-one

There total 58 articles about 3-Methyl-2-pyrazolin-5-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

hydrazine hydrate (79785-97-0) + ethyl acetoacetate (141-97-9) → 3-methyl-2-pyrazoline-5-one (108-26-9)

Guidance literature:

With barium(II) hydroxide; In water; at 26 ℃; for 0.75h; Green chemistry;

DOI:10.1016/j.tetlet.2012.10.025

Reference yield: 100.0%

ethyl acetoacetate (141-97-9) → 3-methyl-2-pyrazoline-5-one (108-26-9)

Guidance literature:

With hydrazine; In tetrahydrofuran; ethanol; at 0 - 60 ℃; for 26h; Inert atmosphere;

Reference yield: 97.3%

acetoacetic acid methyl ester (105-45-3) → 3-methyl-2-pyrazoline-5-one (108-26-9)

Guidance literature:

With hydrazine hydrate; In methanol; at 50 ℃; for 3h; Temperature; Inert atmosphere;

upstream raw materials:

3-methyl-5-oxo-3-pyrazolin-1-carboxamide

ethyl 3-(acetyl hydrazono)butanoate

N-carboxiamino-hidrazona del acetilacetato de etilo

N-acetoacetylphenylhydroxyloamine

Downstream raw materials:

4-benzylidene-5-methyl-2,4-dihydro-3H-pyrazol-3-one

2-benzyl-5-methyl-1,2-dihydro-pyrazol-3-one

4-anilinomethylene-5-methyl-2,4-dihydro-pyrazol-3-one

3-methyl-4-(2-phenylhydrazono)-1H-pyrazol-5(4H)-one

Refernces

• 1、 Murahari, Manikanta,Mahajan, Vivek,Neeladri, Sreenivasulu,Kumar, Maushmi S.,Mayur. "Ligand based design and synthesis of pyrazole based derivatives as selective COX-2 inhibitors". . p. 583 - 597. Retrieved 2019.
• 2、 Panda, Subhankar,Roy, Ashalata,Deka, Suman Jyoti,Trivedi, Vishal,Manna, Debasis. "Fused Heterocyclic Compounds as Potent Indoleamine-2,3-dioxygenase 1 Inhibitors". . p. 1167 - 1172. Retrieved 2016.
• 3、 Shaterian, Hamid Reza,Kangani, Mehrnoosh. "Synthesis of 6-amino-4-aryl-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5- carbonitriles by heterogeneous reusable catalysts". . p. 1997 - 2005. Retrieved 2014.
• 4、 Survase, Dattatray,Bandgar, Babasaheb,Helavi, Vasant. "Polyethylene glycol-promoted synthesis of pyrimido[1,2-a]benzimidazole and pyrano[2,3-c]pyrazole derivatives in water". . p. 680 - 687. Retrieved 2017.
• 5、 Soleimani, Ebrahim,Jafarzadeh, Mohammad,Norouzi, Parastoo,Dayou, Jedol,Sipaut, Coswald Stephen,Mansa, Rachel Fran,Saei, Parisa. "Synthesis of Pyranopyrazoles Using Magnetically Recyclable Heterogeneous Iron Oxide-silica Core-shell Nanocatalyst". . p. 1155 - 1162. Retrieved 2015.
• 6、 Chougala, Bahubali M.,Samundeeswari,Holiyachi, Megharaja,Shastri, Lokesh A.,Dodamani, Suneel,Jalalpure, Sunil,Dixit, Sheshagiri R.,Joshi, Shrinivas D.,Sunagar, Vinay A.. "Synthesis, characterization and molecular docking studies of substituted 4-coumarinylpyrano[2,3-c]pyrazole derivatives as potent antibacterial and anti-inflammatory agents". . p. 101 - 116. Retrieved 2017.
• 7、 Tamaddon, Fatemeh,Ahmadi-AhmadAbadi, Ehsan,Kargar, Hossein. "Nanoalkalinecellulose immobilized on magnetic nanoparticles as a green catalyst for the synthesis of tetrahydrodipyrazolopyridines and mechanistic insights under base catalysis". . . Retrieved 2021.
• 8、 Soleimania, Ebrahim,Hariri, Mina,Rostamzadeh, Arman,Ghorbani, Somayeh. "Synthesis of 4,5-dihydropyrazolyl-2H-indenediones by aldol condensation of ninhydrin with 1H-pyrazol-5-ol". . p. 664 - 666. Retrieved 2016.
• 9、 Aggarwal,Ray. "-". . p. 492. Retrieved 1930.
• 10、 Gadkari, Yatin U.,Hatvate, Navnath T.,Telvekar, Vikas N.. "Concentrated solar radiation-assisted one-pot/multicomponent synthesis of pyranopyrazole derivatives under neat condition". . p. 4245 - 4255. Retrieved 2021.