1-Methyl-4-phenyl-1H-pyrazole

Base Information

• Chemical Name: 1-Methyl-4-phenyl-1H-pyrazole
• CAS No.: 10199-69-6
• Molecular Formula: C10H10N2
• Molecular Weight: 158.203
• European Community (EC) Number: 815-877-2
• DSSTox Substance ID: DTXSID90546841
• Nikkaji Number: J699.182C
• Mol file: 10199-69-6.mol

Synonyms:1-Methyl-4-phenyl-1H-pyrazole;10199-69-6;1-methyl-4-phenylpyrazole;1H-Pyrazole, 1-methyl-4-phenyl-;SCHEMBL244970;DTXSID90546841;DFMTZSKRSKATQR-UHFFFAOYSA-N;AKOS012064713;E90809;EN300-328559;Z1013760912

Chemical Property of 1-Methyl-4-phenyl-1H-pyrazole

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C=N1)C2=CC=CC=C2

Technology Process of 1-Methyl-4-phenyl-1H-pyrazole

There total 20 articles about 1-Methyl-4-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: 95.0%

4-iodo-1-methyl-1H-pyrazole (39806-90-1) + phenylboronic acid (98-80-6) → 1-methyl-4-phenyl-1H-pyrazole (10199-69-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,2-dimethoxyethane; water; at 90 ℃; for 0.0833333h; Temperature; Solvent; Concentration; Microwave irradiation; Inert atmosphere;

DOI:10.1016/j.cclet.2014.03.013

Reference yield: 95.0%

4-bromo-1-methyl-1H-pyrazole (15803-02-8) + iodobenzene (591-50-4) → 1-methyl-4-phenyl-1H-pyrazole (10199-69-6)

Guidance literature:

4-bromo-1-methyl-1H-pyrazole; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

iodobenzene; With potassium phosphate; chloro-(2-dicyclohexylphosphino-2,4,6-triisopropyl-1,1-biphenyl)[2-(2-amino-1,1-biphenyl)]palladium(II); In tetrahydrofuran; hexane; water; at 40 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol302063g

Reference yield: 93.0%

4-iodo-1-methyl-1H-pyrazole (39806-90-1) + 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) → 1-methyl-4-phenyl-1H-pyrazole (10199-69-6)

Guidance literature:

With potassium carbonate; In methanol; at 60 ℃; for 4h;

DOI:10.1016/j.tetlet.2013.06.099

upstream raw materials:

dimethyl sulfate

4-phenyl-1H-pyrazole-3-carboxylic acid

2-[Methyl-(2-phenyl-[1,3]dioxolan-2-ylmethyl)-hydrazono]-1-phenyl-ethanone

2-[Methyl-(2-phenyl-[1,3]dioxolan-2-ylmethyl)-hydrazono]-1-p-tolyl-ethanone

Downstream raw materials:

[4-(1-methylpyrazol-4-yl)phenyl]phenylmethanone

N-methyl-4-phenylimidazole

(Z)-3-(N-methylamino)-2-phenylpropenenitrile

(E)-3-(N-methylamino)-2-phenylpropenenitrile