3,5-bis(3,4,5-trimethoxyphenyl)-1H-pyrazole

Base Information

• Chemical Name: 3,5-bis(3,4,5-trimethoxyphenyl)-1H-pyrazole
• CAS No.: 851729-28-7
• Molecular Formula: C₂₁H₂₄N₂O₆
• Molecular Weight: 400.431
• ChEMBL ID: CHEMBL187451
• DSSTox Substance ID: DTXSID40460725
• Nikkaji Number: J2.413.239K
• Wikidata: Q82284874
• Mol file: 851729-28-7.mol

Synonyms:3,5-bis(3,4,5-trimethoxyphenyl)-1H-pyrazole;851729-28-7;3,5-bis(3,4,5-trimethoxyphenyl)pyrazole;CHEMBL187451;DTXSID40460725

Chemical Property of 3,5-bis(3,4,5-trimethoxyphenyl)-1H-pyrazole

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 400.16343649
• Heavy Atom Count: 29
• Complexity: 470

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C2=CC(=NN2)C3=CC(=C(C(=C3)OC)OC)OC

Technology Process of 3,5-bis(3,4,5-trimethoxyphenyl)-1H-pyrazole

There total 2 articles about 3,5-bis(3,4,5-trimethoxyphenyl)-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: 43.0%

(2RS,3SR)-2,3-epoxy-1-(3,4,5-trimethoxyphenyl)-3-(3,4,5-trimethoxyphenyl)propan-1-one → 3,5-bis(3,4,5-trimethoxyphenyl)-1H-pyrazole (851729-28-7)

Guidance literature:

With toluene-4-sulfonic acid; hydrazine hydrate; In xylene; for 3h; Heating;

DOI:10.1016/j.bmc.2005.06.028

Reference yield:

(2E)-1-(3',4',5'-trimethoxyphenyl)-3-(3,4,5-trimethoxyphenyl)-2-propen-1-one (130768-87-5) → 3,5-bis(3,4,5-trimethoxyphenyl)-1H-pyrazole (851729-28-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / H₂O₂; K₂CO₃ / methanol; H₂O / 3 h / 20 °C

2: 43 percent / hydrazine hydrate; p-toluenesulfonic acid monohydrate / xylene / 3 h / Heating

With dihydrogen peroxide; potassium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; In methanol; water; xylene;

DOI:10.1016/j.bmc.2005.06.028

Reference yield: 33.0%

3,5-bis(3,4,5-trimethoxyphenyl)-1H-pyrazole (851729-28-7) + 1,1-dibromomethane (74-95-3) → bis[3,5-bis(3',4',5'-trimethoxyphenyl)pyrazole-1-yl]methane

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; for 48h; Heating;

DOI:10.1021/ja073639c

upstream raw materials:

(2E)-1-(3',4',5'-trimethoxyphenyl)-3-(3,4,5-trimethoxyphenyl)-2-propen-1-one

Downstream raw materials:

cis-[RhCl(CO)2(3,5-bis(3,4,5-trimethoxyphenyl)pyrazole)]

Refernces