3-(2-Methylphenyl)-1H-pyrazole

Base Information

• Chemical Name: 3-(2-Methylphenyl)-1H-pyrazole
• CAS No.: 59843-49-1
• Molecular Formula: C10H10N2
• Molecular Weight: 158.20000
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID10371713
• Nikkaji Number: J1.923.933K
• Wikidata: Q72495182
• Mol file: 59843-49-1.mol

Synonyms:3-(2-Methylphenyl)-1H-pyrazole;59843-49-1;5-(2-methylphenyl)-1H-pyrazole;3-(o-Tolyl)-1H-pyrazole;3-(2-methylphenyl)-2H-pyrazole;tolylpyrazole;SCHEMBL11624680;SCHEMBL23350640;DTXSID10371713;BCP22401;MFCD11054299;AKOS009157813;AKOS030240750;PS-4912;FT-0726526;A832499

Chemical Property of 3-(2-Methylphenyl)-1H-pyrazole

Chemical Property:

• PSA: 28.68000
• LogP: 2.38510
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

98%min ^*data from raw suppliers

3-o-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=C1C2=CC=NN2

Technology Process of 3-(2-Methylphenyl)-1H-pyrazole

There total 3 articles about 3-(2-Methylphenyl)-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: 65.0%

N'-(2-methylbenzylidene)-4-methylbenzenesulfonohydrazide (35629-84-6) + calcium carbide (75-20-7) → 3-(2-methylphenyl)-1H-pyrazole (59843-49-1)

Guidance literature:

With water; caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 6h; Schlenk technique;

DOI:10.1039/c6gc02776h

Reference yield: 47.0%

1-vinylimidazole (1072-63-5,25232-42-2) + 2-methylphenyl aldehyde (529-20-4) → 3-(2-methylphenyl)-1H-pyrazole (59843-49-1)

Guidance literature:

2-methylphenyl aldehyde; With toluene-4-sulfonic acid hydrazide; In acetonitrile; at 20 ℃; for 3h;

With sodium hydroxide; In acetonitrile; at 20 ℃; for 0.333333h;

1-vinylimidazole; In acetonitrile; at 50 ℃; for 48h;

DOI:10.1021/jo0268409

Reference yield:

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + 2-Methylacetophenone (577-16-2,122382-54-1) → 3-(2-methylphenyl)-1H-pyrazole (59843-49-1)

Guidance literature:

N,N-dimethyl-formamide dimethyl acetal; 2-Methylacetophenone; With hydrazine hydrate; for 72h; Reflux;

With hydrazine hydrate; In ethanol; at 20 ℃; for 16h;

upstream raw materials:

1-vinylimidazole

2-methylphenyl aldehyde

N'-(2-methylbenzylidene)-4-methylbenzenesulfonohydrazide

calcium carbide

Downstream raw materials:

C₂₄H₁₈N₂

N,N-dimethyl-2-(3-o-tolyl-pyrazol-1-yl)-butyramide

2,N,N-trimethyl-2-(3-o-tolyl-pyrazol-1-yl)-propionamide

N,N-dimethyl-2-(3-o-tolyl-pyrazol-1-yl)-propionamide

Refernces

• 1、 Yu, Yue,Huang, Wei,Chen, Yang,Gao, Bingjie,Wu, Wanqing,Jiang, Huanfeng. "Calcium carbide as the acetylide source: Transition-metal-free synthesis of substituted pyrazoles via [1,5]-sigmatropic rearrangements". supporting information. p. 6445 - 6449. Retrieved 2018/06/08.