3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine

Base Information

• Chemical Name: 3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
• CAS No.: 91331-68-9
• Molecular Formula: C11H13 N3
• Molecular Weight: 187.244
• European Community (EC) Number: 623-089-3
• DSSTox Substance ID: DTXSID80354533
• Nikkaji Number: J2.868.244A
• Wikidata: Q82132739
• ChEMBL ID: CHEMBL1381572
• Mol file: 91331-68-9.mol

Synonyms:3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine;91331-68-9;5-methyl-2-(2-methylphenyl)pyrazol-3-amine;3-Methyl-1-(o-tolyl)-1H-pyrazol-5-amine;3-Methyl-1-o-tolyl-1H-pyrazol-5-amine;MLS001004508;SCHEMBL1143383;CHEMBL1381572;SCHEMBL10949906;DTXSID80354533;KZPZKAVOPDSURE-UHFFFAOYSA-N;HMS2670P11;MFCD01605712;STK008106;AKOS000200484;SMR000348074;CS-0220604;EU-0003881;EN300-07036;SR-01000422943;3-METHYL-1-(2-METHYLPHENYL)-1H-PYRAZOL-&;SR-01000422943-1;Z55148814;3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine, 98%

Chemical Property of 3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine

Chemical Property:

• Vapor Pressure: 3.42E-05mmHg at 25°C
• Melting Point: 85-89 °C(lit.)
• Boiling Point: 354.1°Cat760mmHg
• Flash Point: 168°C
• Density: 1.14g/cm³
• 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: 195

Purity/Quality:

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

3-methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=CC=C1N2C(=CC(=N2)C)N

Technology Process of 3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine

There total 8 articles about 3-Methyl-1-(2-methylphenyl)-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: 90.0%

3-Aminocrotononitrile (1118-61-2) + o-tolylhydrazine hydrochloride (635-26-7) → 3‐methyl‐1‐(2‐methylphenyl)‐1H‐pyrazol‐5‐amine (91331-68-9)

Guidance literature:

3-Aminocrotononitrile; o-tolylhydrazine hydrochloride; 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: 86.0%

3-Aminocrotononitrile (1118-61-2) + 2-methylphenylhydrazine (529-27-1) → 3‐methyl‐1‐(2‐methylphenyl)‐1H‐pyrazol‐5‐amine (91331-68-9)

Guidance literature:

3-Aminocrotononitrile; 2-methylphenylhydrazine; With hydrogenchloride; In water; for 12h; Reflux;

With sodium hydroxide; In water;

DOI:10.1016/j.bmc.2012.04.021

Reference yield: 68.0%

3-Aminocrotononitrile (1118-61-2) + o-toluidine (95-53-4) → 3‐methyl‐1‐(2‐methylphenyl)‐1H‐pyrazol‐5‐amine (91331-68-9)

Guidance literature:

o-toluidine; With hydrogenchloride; sodium nitrite; at -2 - 0 ℃; for 1h; Green chemistry;

With hydrogenchloride; tin(ll) chloride; at -2 - 0 ℃; for 1h; Green chemistry;

3-Aminocrotononitrile; at 45 - 90 ℃; Green chemistry;

DOI:10.1039/c3ra47541g

upstream raw materials:

3-o-tolylhydrazono-butyronitrile

o-tolylhydrazine hydrochloride

3-iminobutyronitrile

3-Aminocrotononitrile

Downstream raw materials:

2-[(5-methyl-2-o-tolyl-2H-pyrazol-3-ylamino)-methylene]-malonic acid diethyl ester

methyl 2-((3-methyl-1-(2-methylphenyl)-1H-pyrazol-5-yl)amino)benzenecarboxylate

methyl 5-ethyl-2-((3-methyl-1-(2-methylphenyl)-1H-pyrazol-5-yl)amino)benzoate

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

Refernces

• 1、 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.
• 2、 Marinozzi, Maura,Carotti, Andrea,Sardella, Roccaldo,Buonerba, Federica,Ianni, Federica,Natalini, Benedetto,Passeri, Daniela,Rizzo, Giovanni,Pellicciari, Roberto. "Asymmetric synthesis of the four diastereoisomers of a novel non-steroidal farnesoid X receptor (FXR) agonist: Role of the chirality on the biological activity". . p. 3780 - 3789. Retrieved 2013/07/19.