4-[4-(4-methoxyphenyl)-1H-pyrazol-3-yl]benzene-1,3-diol

Base Information

• Chemical Name: 4-[4-(4-methoxyphenyl)-1H-pyrazol-3-yl]benzene-1,3-diol
• CAS No.: 948901-13-1
• Molecular Formula: C₁₆H₁₄N₂O₃
• Molecular Weight: 282.299
• DSSTox Substance ID: DTXSID501333306
• ChEMBL ID: CHEMBL1551662
• Mol file: 948901-13-1.mol

Synonyms:4-[4-(4-methoxyphenyl)-1H-pyrazol-3-yl]benzene-1,3-diol;CHEMBL1551662;4-(4-(4-methoxyphenyl)-1H-pyrazol-3-yl)benzene-1,3-diol;MLS001214867;SCHEMBL22672210;UQAAFGKMBIHHCS-UHFFFAOYSA-N;DTXSID501333306;HMS2870E17;BDBM50453887;STK788072;AKOS002223737;SMR000543393;VU0616795-1;F3385-1082;4-[4-(4-methoxyphenyl)-1H-pyrazol-5-yl]benzene-1,3-diol;4-[4-(4-methoxyphenyl)-1 h -3-pyrazolyl]-1,3-benzenediol

Chemical Property of 4-[4-(4-methoxyphenyl)-1H-pyrazol-3-yl]benzene-1,3-diol

Chemical Property:

• Melting Point: 209.2-211.0 °C(Solv: ethanol (64-17-5))
• Boiling Point: 533.8±50.0 °C(Predicted)
• PKA: 8.54±0.35(Predicted)
• Density: 1.328±0.06 g/cm3(Predicted)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 282.10044231
• Heavy Atom Count: 21
• Complexity: 334

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=C(NN=C2)C3=C(C=C(C=C3)O)O

Technology Process of 4-[4-(4-methoxyphenyl)-1H-pyrazol-3-yl]benzene-1,3-diol

There total 4 articles about 4-[4-(4-methoxyphenyl)-1H-pyrazol-3-yl]benzene-1,3-diol 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: 93.0%

7-Hydroxy-3-(4-methoxy-phenyl)-chromen-4-on (485-72-3) → 3-(2,4-dihydroxyphenyl)-4-(4-methoxyphenyl)-1H-pyrazole (948901-13-1)

Guidance literature:

With hydrazine hydrate; In ethanol; at 60 - 85 ℃; for 1h;

DOI:10.1002/hlca.200790217

Reference yield:

7-hydroxy-3-iodo-4H-chromen-4-one (1013634-99-5) + (4-methoxyphenyl)zinc(II) bromide (82303-13-7) → 3-(2,4-dihydroxyphenyl)-4-(4-methoxyphenyl)-1H-pyrazole (948901-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 °C

2: hydrazine hydrate / ethanol / 2 h / Reflux

With hydrazine hydrate; In ethanol; 1: |Negishi Coupling;

DOI:10.1016/j.molstruc.2017.07.106

Reference yield:

1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone (487-49-0) → 3-(2,4-dihydroxyphenyl)-4-(4-methoxyphenyl)-1H-pyrazole (948901-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus pentachloride / 0.67 h / 4 - 60 °C

1.2: 20 °C

2.1: hydrazine hydrate / ethanol / 1 h / 60 °C

With phosphorus pentachloride; hydrazine hydrate; In ethanol;

DOI:10.1016/j.bmcl.2017.10.036

upstream raw materials:

7-Hydroxy-3-(4-methoxy-phenyl)-chromen-4-on

1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone

recorcinol

7-hydroxy-3-iodo-4H-chromen-4-one