5-(2-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole

Base Information

• Chemical Name: 5-(2-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole
• CAS No.: 7245-44-5
• Molecular Formula: C22H20N2O
• Molecular Weight: 328.414
• DSSTox Substance ID: DTXSID40369567
• ChEMBL ID: CHEMBL2137196
• Mol file: 7245-44-5.mol

Synonyms:5-(2-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole;UNM-0000305829;3-(2-methoxyphenyl)-2,5-diphenyl-3,4-dihydropyrazole;7245-44-5;CBChromo1_000029;CBDivE_001843;CHEMBL2137196;BDBM54591;cid_2729172;DTXSID40369567;STK120069;AKOS000528286;CCG-244477;EU-0034036;VU0085933-2;5-(2-methoxyphenyl)-1,3-diphenyl-2-pyrazoline;SR-01000393953;SR-01000393953-1;2-(1,3-diphenyl-4,5-dihydro-1H-pyrazol-5-yl)phenyl methyl ether

Chemical Property of 5-(2-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole

Chemical Property:

• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 328.157563266
• Heavy Atom Count: 25
• Complexity: 451

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C2CC(=NN2C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 5-(2-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole

There total 5 articles about 5-(2-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole 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: 85.0%

2-methoxychalcone (5416-70-6) + phenylhydrazine (100-63-0) → 5-(2-methoxyphenyl)-1,3-diphenyl-2-pyrazoline (7245-44-5)

Guidance literature:

With C₁₀H₁₆N₄⁽²⁺⁾*2HO₄S^(1-); for 5h; Reflux; Neat (no solvent);

Reference yield: 64.0%

2-methoxychalcone (5416-70-6) + phenylhydrazine hydrochloride (59-88-1) → 5-(2-methoxyphenyl)-1,3-diphenyl-2-pyrazoline (7245-44-5)

Guidance literature:

In ethanol; for 7.5h; Reflux;

DOI:10.1016/j.molstruc.2018.07.052

Reference yield:

acetophenone (98-86-2) + ortho-anisaldehyde (135-02-4) → 5-(2-methoxyphenyl)-1,3-diphenyl-2-pyrazoline (7245-44-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / ethanol; water / 2 h / 20 °C

2: C₁₀H₁₆N₄⁽²⁺⁾*2HO₄S^(1-) / 5 h / Reflux; Neat (no solvent)

With C₁₀H₁₆N₄⁽²⁺⁾*2HO₄S^(1-); sodium hydroxide; In ethanol; water;

upstream raw materials:

2-methoxychalcone

phenylhydrazine

acetophenone

ortho-anisaldehyde

Downstream raw materials:

5-(2-methoxyphenyl)-1,3-diphenyl-1H-pyrazole

Refernces

• 1、 Karthikeyan,Kumar, S. Senthil,Jagadeesh, Rajenahally V.,Bhagat, Pundlik Rambhau. "Solvent free synthesis of substituted-2-pyrazolines using imidazolium based ionic liquid as a solvent and catalyst: A green route approach". experimental part. p. 1351 - 1353. Retrieved 2012/10/07.