3H-Pyrazol-3-one, 2-(4-chlorophenyl)-2,4-dihydro-5-methyl-

Base Information

• Chemical Name: 3H-Pyrazol-3-one, 2-(4-chlorophenyl)-2,4-dihydro-5-methyl-
• CAS No.: 13024-90-3
• Molecular Formula: C10H9ClN2O
• Molecular Weight: 208.647
• Hs Code.: 29331990
• European Community (EC) Number: 235-884-9
• DSSTox Substance ID: DTXSID8065325
• Nikkaji Number: J182.611E
• Wikidata: Q72457221
• ChEMBL ID: CHEMBL373839
• Mol file: 13024-90-3.mol

Synonyms:13024-90-3;1-(4-Chlorophenyl)-3-methyl-2-pyrazolin-5-one;3H-Pyrazol-3-one, 2-(4-chlorophenyl)-2,4-dihydro-5-methyl-;1-(4'-Chlorophenyl)-3-methyl-5-pyrazolone;2-(4-chlorophenyl)-5-methyl-4H-pyrazol-3-one;EINECS 235-884-9;2-(4-Chlorophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one;2-(4-Chloro-phenyl)-5-methyl-2,4-dihydro-pyrazol-3-one;CBMicro_016393;Cambridge id 5303531;MLS000710891;1-(4-chlorophenyl)-3-methyl-1H-pyrazol-5(4H)-one;CHEMBL373839;SCHEMBL4325917;DTXSID8065325;1-(4-chlorophenyl)-3-methyl-4,5-dihydro-1H-pyrazol-5-one;2-(4-chlorophenyl)-5-methyl-2,4-dihydro-3H-pyrazol-3-one;HMS1673L17;HMS2632D19;CCG-5510;MFCD00043814;NSC782759;STK392867;AKOS000269643;NSC-782759;NCGC00245142-01;SMR000280658;BIM-0016518.P001;FT-0605609;EN300-01280;E78807;1-(4-Chlorophenyl)-3-methyl-5(4H)-pyrazolone;1-(p-chlorophenyl)-3-methyl-2-pyrazolin-5-one;AB00079523-01;2-Pyrazolin-5-one, 1-(p-chlorophenyl)-3-methyl-;Z50145797;(4-Chloro-phenyl)-5-methyl-2,4-dihydro-pyrazol-3-one;1-(4-Chlorophenyl)-3-methyl-2-pyrazolin-5-one, 97%;2-(4-chlorophenyl)-5-methyl-2,4-dihydropyrazol-3-one;2-(4-chlorphenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one

Chemical Property of 3H-Pyrazol-3-one, 2-(4-chlorophenyl)-2,4-dihydro-5-methyl-

Chemical Property:

• Appearance/Colour: Light yellow crystalline powder
• Melting Point: 167-171 °C(lit.)
• Boiling Point: 382.75 °C at 760 mmHg
• PKA: 2.18±0.50(Predicted)
• Flash Point: 185.281 °C
• PSA: 32.67000
• Density: 1.323 g/cm³
• LogP: 1.95320
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 208.0403406
• Heavy Atom Count: 14
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Chlorophenyl)-3-methyl-5-pyrazolone >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=NN(C(=O)C1)C2=CC=C(C=C2)Cl

Technology Process of 3H-Pyrazol-3-one, 2-(4-chlorophenyl)-2,4-dihydro-5-methyl-

There total 13 articles about 3H-Pyrazol-3-one, 2-(4-chlorophenyl)-2,4-dihydro-5-methyl- 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: 95.0%

4-chlorophenylhydrazine hydrochloride (1073-70-7) + ethyl acetoacetate (141-97-9) → 1-(4-chlorophenyl)-3-methyl-2-pyrazolin-5-one (13024-90-3)

Guidance literature:

With sodium acetate; acetic acid; at 20 ℃; for 24h;

DOI:10.1248/cpb.c13-00314

Reference yield: 94.0%

ethyl acetoacetate (141-97-9) + N-4-chlorophenylhydrazine (1073-69-4) → 1-(4-chlorophenyl)-3-methyl-2-pyrazolin-5-one (13024-90-3)

Guidance literature:

In neat (no solvent); at 120 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1016/j.tetlet.2013.01.029

Reference yield: 89.2%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + N-4-chlorophenylhydrazine (1073-69-4) → 1-(4-chlorophenyl)-3-methyl-2-pyrazolin-5-one (13024-90-3)

Guidance literature:

4-methyleneoxetan-2-one; With ammonium hydroxide; at 30 - 80 ℃; for 4h;

N-4-chlorophenylhydrazine; at 90 ℃; for 3h;

With hydrogenchloride; In water; for 1.5h; pH=4;

upstream raw materials:

ethyl acetoacetate

N-4-chlorophenylhydrazine

5-Methyl-4-(1-methylethylidene)-2-(4'-chlorophenyl)-2,4-dihydro-3H-pyrazol-3-one

hydrazine carboxamide

Downstream raw materials:

1-(4-chlorophenyl)-3,4-dimethylpyrano<2,3-c>pyrazole-6(1H)-one

2-(4-chloro-phenyl)-5-methyl-4-(1-thiophen-2-yl-ethyl)-1,2-dihydro-pyrazol-3-one

4-(benzo[1,3]dioxol-5-yl-phenyl-methyl)-2-(4-chloro-phenyl)-5-methyl-1,2-dihydro-pyrazol-3-one

4-tert-butyl-3,6-bis(1-(4-chlorophenyl)-5-hydroxy-3-methyl-1H-pyrazol-4-yl)benzene-1,2-diol

Refernces

• 1、 Min, Zhen-Li,Hu, Xia-Min. "Tungstophosphoric acid-catalyzed synthesis of pyrazolones in water". . p. 7290 - 7292. Retrieved 2013.
• 2、 Gou, Kun,Luo, Youfu,Luo, Yuan,Sun, Qingxiang,Tan, Yuping,Tao, Lei,Zhao, Yinglan,Zhou, Xia,Zhou, Yue,Zuo, Zeping. "Discovery of novel inhibitors of human phosphoglycerate dehydrogenase by activity-directed combinatorial chemical synthesis strategy". . . Retrieved 2021/07/26.
• 3、 Fang, Feifei,Han, Xu,Hu, Shulei,Li, Chunpu,Liu, Hong,Wang, Qian,Wang, Run,Zhou, Yu. "Catalytic System-Controlled Divergent Reaction Strategies for the Construction of Diversified Spiropyrazolone Skeletons from Pyrazolidinones and Diazopyrazolones". supporting information. p. 21327 - 21333. Retrieved 2021/08/20.