4-(1H-pyrazol-1-ylmethyl)aniline

Base Information

• Chemical Name: 4-(1H-pyrazol-1-ylmethyl)aniline
• CAS No.: 142335-61-3
• Molecular Formula: C10H11 N3
• Molecular Weight: 173.217
• Hs Code.: 2933199090
• European Community (EC) Number: 819-997-6
• DSSTox Substance ID: DTXSID50377436
• Wikidata: Q72503630
• Mol file: 142335-61-3.mol

Synonyms:4-(1H-pyrazol-1-ylmethyl)aniline;142335-61-3;4-((1h-pyrazol-1-yl)methyl)aniline;4-(pyrazol-1-ylmethyl)aniline;4-pyrazol-1-ylmethylphenylamine;4-[(1-Pyrazolyl)methyl]aniline;1-(4'-aminobenzyl) pyrazole;MFCD03422514;4-[(1H-Pyrazol-1-yl)methyl]aniline;4-Pyrazol-1-ylmethyl-phenylamine;Oprea1_796053;SCHEMBL265575;DTXSID50377436;ISRYTHBRUSOVAB-UHFFFAOYSA-N;HMS1701A07;STK301671;AKOS000127544;SY028810;4-(PYRAZOL-1-YLMETHYL)PHENYLAMINE;CS-0182660;FT-0643341;EN300-44013;4-(1H-Pyrazol-1-ylmethyl)aniline, AldrichCPR;C77898;8T-0041;J-513139;F5608-0073;Z239137446

Chemical Property of 4-(1H-pyrazol-1-ylmethyl)aniline

Chemical Property:

• Vapor Pressure: 1.78E-05mmHg at 25°C
• Melting Point: 67-69 ºC
• Boiling Point: 363.6°C at 760 mmHg
• PKA: 4.53±0.10(Predicted)
• Flash Point: 173.7°C
• PSA: 43.84000
• Density: 1.16g/cm³
• LogP: 2.09480
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 173.095297364
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

98%min ^*data from raw suppliers

4-(1H-Pyrazol-1-ylmethyl)aniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(N=C1)CC2=CC=C(C=C2)N

Technology Process of 4-(1H-pyrazol-1-ylmethyl)aniline

There total 3 articles about 4-(1H-pyrazol-1-ylmethyl)aniline 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%

1-(4-nitrobenzyl)-1H-pyrazole (110525-57-0) → 4-((1H-pyrazol-1-yl)methyl)aniline (142335-61-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr; Ambient temperature;

Reference yield:

4-nitrobenzyl chloride (100-14-1) → 4-((1H-pyrazol-1-yl)methyl)aniline (142335-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / K₂CO₃ / butan-2-one / 46 h / Heating

2: 95 percent / H₂ / 5percent Pd/C / aq. ethanol / 760 Torr / Ambient temperature

With hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; butanone;

Reference yield:

1-bromomethyl-4-nitro-benzene (100-11-8) → 4-((1H-pyrazol-1-yl)methyl)aniline (142335-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 20 °C

2: hydrogen; platinum on activated charcoal / ethyl acetate / 16 h / 20 °C

With platinum on activated charcoal; hydrogen; potassium carbonate; In ethyl acetate; acetonitrile;

upstream raw materials:

1-(4-nitrobenzyl)-1H-pyrazole

4-nitrobenzyl chloride

1-bromomethyl-4-nitro-benzene

Downstream raw materials:

N-(4-((1H-pyrazol-1-yl)methyl)phenyl)-2-(1H-indol-3-yl)-2-oxoacetamide

tert-butyl 6-(4-((1H-pyrazol-1-yl)methyl)phenylamino)-2-(1-(tert-butoxycarbonyl)-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

3-[(2,5-dichlorophenoxy)methyl]-N-[4-(1H-pyrazol-1-ylmethyl)phenyl]benzamide

2-(4-Pyrazol-1-ylmethyl-phenoxy)-propionic acid ethyl ester

Refernces

• 1、 Biagi,Dell'Omodarme,Ferretti,Giorgi,Livi,Scartoni. "Structure-activity studies on a 1,2,3-triazole derivative, a potent in vitro inhibitor of prostaglandin synthesis: The role of the heterocyclic ring". . p. 335 - 344. Retrieved 2007/10/02.