3-(naphthalen-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde

Base Information

• Chemical Name: 3-(naphthalen-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde
• CAS No.: 36640-53-6
• Molecular Formula: C₂₀H₁₄N₂O
• Molecular Weight: 298.344
• DSSTox Substance ID: DTXSID501199152
• Mol file: 36640-53-6.mol

Synonyms:36640-53-6;3-(naphthalen-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde;3-(2-naphthyl)-1-phenylpyrazole-4-carbaldehyde;3-(2-naphthyl)-1-phenyl-1H-pyrazole-4-carbaldehyde;3-naphthalen-2-yl-1-phenylpyrazole-4-carbaldehyde;MFCD02918303;1H-Pyrazole-4-carboxaldehyde, 3-(2-naphthalenyl)-1-phenyl-;SCHEMBL11244220;DTXSID501199152;AKOS005079206;SY128941;4-formyl-3-(2-naphthyl)-1-phenylpyrazole;CS-0156125;C74889;A913638;11T-0263;3-(2-Naphthalenyl)-1-phenyl-1H-pyrazole-4-carboxaldehyde

Chemical Property of 3-(naphthalen-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde

Chemical Property:

• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 298.110613074
• Heavy Atom Count: 23
• Complexity: 406

Purity/Quality:

97% ^*data from raw suppliers

3-(2-Naphthyl)-1-phenyl-1H-pyrazole-4-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C=C(C(=N2)C3=CC4=CC=CC=C4C=C3)C=O

Technology Process of 3-(naphthalen-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde

There total 10 articles about 3-(naphthalen-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde 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: 79.0%

4-formyl-1-phenyl-1H-pyrazol-3-yl trifluoromethanesulfonate (1354413-51-6) + naphthalene-2-boronic acid (32316-92-0) → 3-(naphthalen-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde (36640-53-6)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium bromide; In 1,4-dioxane; for 3h; Inert atmosphere; Reflux;

DOI:10.3998/ark.5550190.0012.b01

Reference yield: 76.0%

→ 3-(naphthalen-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde (36640-53-6)

Guidance literature:

With trichlorophosphate; for 0.333333h; Cooling with ice;

In N,N-dimethyl-formamide; at 80 ℃; Cooling with ice;

Reference yield:

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 1-(1-(naphthalen-2-yl)ethylidene)-2-phenylhydrazine (7150-57-4) → 3-(naphthalen-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde (36640-53-6)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 5 ℃; for 0.5h;

1-(1-(naphthalen-2-yl)ethylidene)-2-phenylhydrazine; In N,N-dimethyl-formamide; at 50 ℃; for 3h;

DOI:10.1016/j.ejmech.2011.12.011

upstream raw materials:

3-(benzyloxy)-4-bromo-1-phenyl-1H-pyrazole

3-(benzyloxy)-1-phenyl-1H-pyrazole-4-carbaldehyde

4-formyl-1-phenyl-1H-pyrazol-3-yl trifluoromethanesulfonate

naphthalene-2-boronic acid