3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl-1H-pyrazole

Base Information

• Chemical Name: 3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl-1H-pyrazole
• CAS No.: 372107-20-5
• Molecular Formula: C16H12BrClN2
• Molecular Weight: 347.642
• DSSTox Substance ID: DTXSID80368059
• Wikidata: Q82154346
• Mol file: 372107-20-5.mol

Synonyms:372107-20-5;3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl-1H-pyrazole;3-(4-bromophenyl)-4-(chloromethyl)-1-phenylpyrazole;T0503-6723;DTXSID80368059;AKOS001010518;EN300-182856

Chemical Property of 3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl-1H-pyrazole

Chemical Property:

• PSA: 17.82000
• LogP: 5.04060
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 345.98724
• Heavy Atom Count: 20
• Complexity: 301

Purity/Quality:

3-(4-Bromophenyl)-4-(chloromethyl)-1-phenyl-1H-pyrazole ^*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=CC=C(C=C3)Br)CCl

Technology Process of 3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl-1H-pyrazole

There total 5 articles about 3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl-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%

(3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl)methanol (36640-55-8) → 4-(chloromethyl)-3-(4-bromophenyl)-1-phenyl-1H-pyrazole (372107-20-5)

Guidance literature:

With thionyl chloride; In toluene; at 45 - 70 ℃; for 3h;

DOI:10.1021/jm3010543

Reference yield:

para-bromoacetophenone (99-90-1) → 4-(chloromethyl)-3-(4-bromophenyl)-1-phenyl-1H-pyrazole (372107-20-5)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid

2: trichlorophosphate / 2 h / 90 °C

3: sodium tetrahydroborate / ethanol / 1 h / 20 °C

4: thionyl chloride / toluene / 2 h / 115 °C

With sodium tetrahydroborate; thionyl chloride; acetic acid; trichlorophosphate; In ethanol; toluene; 2: |Vilsmeier-Haack Formylation;

DOI:10.1021/acs.jmedchem.7b01562

Reference yield:

(1E)-1-[1-(4-bromophenyl)ethylidene]-2-phenylhydrazine → 4-(chloromethyl)-3-(4-bromophenyl)-1-phenyl-1H-pyrazole (372107-20-5)

Guidance literature:

Multi-step reaction with 3 steps

1: trichlorophosphate / 5 h / 0 - 20 °C / Inert atmosphere; Reflux

2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / Reflux

3: thionyl chloride / toluene / 3 h / 45 - 70 °C

With lithium aluminium tetrahydride; thionyl chloride; trichlorophosphate; In tetrahydrofuran; toluene;

DOI:10.1021/jm3010543

upstream raw materials:

(3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl)methanol

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

para-bromoacetophenone

phenylhydrazine hydrochloride

Downstream raw materials:

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

[3-(4-bromo-phenyl)-1-phenyl-1H-pyrazol-4-yl]-methanethiol

[3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]acetonitrile

ethyl [3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]acetate