1-m-Tolyl-1H-pyrazole

Base Information

• Chemical Name: 1-m-Tolyl-1H-pyrazole
• CAS No.: 850380-23-3
• Molecular Formula: C10H10N2
• Molecular Weight: 158.203
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID90470359
• Nikkaji Number: J2.163.222H
• Wikidata: Q82298428
• Mol file: 850380-23-3.mol

Synonyms:1-m-Tolyl-1H-pyrazole;850380-23-3;1-(m-Tolyl)-1H-pyrazole;1-(3-methylphenyl)pyrazole;1-(3-methylphenyl)-1H-pyrazole;SCHEMBL254441;DTXSID90470359;MFCD11707178;AKOS009582001;AS-5192

Chemical Property of 1-m-Tolyl-1H-pyrazole

Chemical Property:

• PSA: 17.82000
• LogP: 2.18070
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

>98% ^*data from raw suppliers

1-m-Tolyl-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)N2C=CC=N2

Technology Process of 1-m-Tolyl-1H-pyrazole

There total 15 articles about 1-m-Tolyl-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: 98.0%

NH-pyrazole (288-13-1) + 3-Iodotoluene (625-95-6) → 1-(m-tolyl)pyrazole (850380-23-3)

Guidance literature:

With caesium carbonate; copper(I) oxide; In N,N-dimethyl-formamide; at 100 ℃; for 18h;

DOI:10.1002/adsc.200700408

Reference yield: 92.0%

potassium trifluoro(3-methylphenyl)borate + NH-pyrazole (288-13-1) → 1-(m-tolyl)pyrazole (850380-23-3)

Guidance literature:

With copper(II) ethyl acetoacetate; In water; at 40 ℃; for 96h; under 760.051 Torr;

DOI:10.1016/j.tetlet.2010.03.118

Reference yield: 88.0%

acrylic acid (79-10-7) + N-(3-methylphenyl)sydnone (3483-17-8) → 1-(m-tolyl)pyrazole (850380-23-3)

Guidance literature:

With dipotassium peroxodisulfate; In 1,2-dichloro-ethane; at 120 ℃; for 16h; Sealed tube;

DOI:10.1055/s-0034-1380658

upstream raw materials:

m-tolylboronic acid

NH-pyrazole

3-Iodotoluene

meta-bromotoluene

Downstream raw materials:

2-methyl-1-[1-(3-methylphenyl)-1H-pyrazol-5-yl]propan-1-ol

1-(2-allyl-5-methylphenyl)-1H-pyrazole

4-methyl-2-(1H-pyrazol-1-yl) benzoic acid methyl ester

Refernces

• 1、 Nicewicz, David A.,Pistritto, Vincent A.,Schutzbach-Horton, Megan E.. "Nucleophilic aromatic substitution of unactivated fluoroarenes enabled by organic photoredox catalysis". supporting information. p. 17187 - 17194. Retrieved 2020/11/02.
• 2、 Sinha, Suman,Sikari, Rina,Sinha, Vivek,Jash, Upasona,Das, Siuli,Brand?o, Paula,Demeshko, Serhiy,Meyer, Franc,De Bruin, Bas,Paul, Nanda D.. "Iron-Catalyzed/Mediated C-N Bond Formation: Competition between Substrate Amination and Ligand Amination". . p. 1935 - 1948. Retrieved 2019/01/25.