3-Methyl-1-(p-tolyl)-1H-pyrazol-5-amine

Base Information

• Chemical Name: 3-Methyl-1-(p-tolyl)-1H-pyrazol-5-amine
• CAS No.: 62535-60-8
• Molecular Formula: C11H13N3
• Molecular Weight: 187.244
• Hs Code.: 2933199090
• European Community (EC) Number: 263-586-9
• UNII: N5AU42G4VH
• DSSTox Substance ID: DTXSID7069576
• Nikkaji Number: J207.943G
• Wikidata: Q81996505
• Mol file: 62535-60-8.mol

Synonyms:62535-60-8;5-Amino-3-methyl-1-p-tolylpyrazole;3-methyl-1-(4-methylphenyl)-1H-pyrazol-5-amine;3-Methyl-1-(p-tolyl)-1H-pyrazol-5-amine;5-methyl-2-(4-methylphenyl)pyrazol-3-amine;1-(p-Tolyl)-3-methyl-5-aminopyrazole;1H-Pyrazol-5-amine, 3-methyl-1-(4-methylphenyl)-;EINECS 263-586-9;MFCD00020725;3-Methyl-1-p-tolyl-1H-pyrazol-5-amine;N5AU42G4VH;SCHEMBL224624;DTXSID7069576;WQUNBEPKWJLYJD-UHFFFAOYSA-;HMS1625E04;5-Amino-3-methyl-1-p-tolypyrazole;1-p-Tolyl-3-methyl-5-aminopyrazole;AM9938;STK012479;AKOS000345157;CCG-131419;5-amino-3-methyl-1-(p-tolyl)pyrazole;AC-27836;1-p-Tolyl-3-methyl-5-amino-1H-pyrazole;A0952;CS-0153057;EU-0003891;FT-0679269;EN300-02445;1-(4-Methylphenyl)-3-methyl-1H-pyrazol-5-amine;5W-0307;A868449;AS-871/40972045;SR-01000422944;5-Amino-3-methyl-1-(p-tolyl)pyrazole, AldrichCPR;SR-01000422944-1;Z55148842

Chemical Property of 3-Methyl-1-(p-tolyl)-1H-pyrazol-5-amine

Chemical Property:

• Vapor Pressure: 7.44E-05mmHg at 25°C
• Melting Point: 118°C
• Refractive Index: 1.611
• Boiling Point: 342.6 °C at 760 mmHg
• PKA: 4.09±0.10(Predicted)
• Flash Point: 161 °C
• PSA: 43.84000
• Density: 1.14 g/cm³
• LogP: 2.65250
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: soluble in Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 187.110947427
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Amino-3-methyl-1-p-tolylpyrazole >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Methyl-1-(p-tolyl)-1H-pyrazol-5-amine

There total 7 articles about 3-Methyl-1-(p-tolyl)-1H-pyrazol-5-amine 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: 92.0%

3-Aminocrotononitrile (1118-61-2) + N-4-methylphenylhydrazine (539-44-6) → 5-amino-3-methyl-1-p-tolylpyrazole (62535-60-8)

Guidance literature:

3-Aminocrotononitrile; N-4-methylphenylhydrazine; With hydrogenchloride; In water; at 150 ℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;

With sodium hydroxide; In water; for 0.0833333h; Sonication; Green chemistry;

DOI:10.1016/j.tetlet.2018.11.060

Reference yield: 62.0%

p-tolylhydrazine hydrochloride (637-60-5,35467-65-3) + 3-iminobutyronitrile (1118-60-1) → 5-amino-3-methyl-1-p-tolylpyrazole (62535-60-8)

Guidance literature:

p-tolylhydrazine hydrochloride; 3-iminobutyronitrile; In ethanol; water; for 1h; Heating;

With hydrogenchloride; for 4h; Heating;

DOI:10.1007/BF02256864

Reference yield:

Cyanoaceton (2469-99-0) + p-tolylhydrazine hydrochloride (637-60-5,35467-65-3) → 5-amino-3-methyl-1-p-tolylpyrazole (62535-60-8)

Guidance literature:

With hydrogenchloride; In ethanol; at 78 ℃; for 16h;

DOI:10.1002/adsc.202101011

upstream raw materials:

3-p-tolylhydrazono-butyronitrile

p-tolylhydrazine hydrochloride

3-iminobutyronitrile

N-4-methylphenylhydrazine

Downstream raw materials:

4-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Refernces

• 1、 Han, Zhao,Lin, Xufeng,Woldegiorgis, Alemayehu Gashaw. "Chiral Phosphoric Acid-Catalyzed Enantioselective Synthesis of Pyrazole-Based Unnatural α-Amino Acid Derivatives". supporting information. . Retrieved 2021/11/01.
• 2、 Everson, Nikalet,Yniguez, Kenya,Loop, Lauren,Lazaro, Horacio,Belanger, Briana,Koch, Grant,Bach, Jordan,Manjunath, Aashrita,Schioldager, Ryan,Law, Jarvis,Grabenauer, Megan,Eagon, Scott. "Microwave synthesis of 1-aryl-1H-pyrazole-5-amines". supporting information. p. 72 - 74. Retrieved 2018/11/30.