2-(1H-pyrazol-1-yl)aniline

Base Information

• Chemical Name: 2-(1H-pyrazol-1-yl)aniline
• CAS No.: 54705-91-8
• Molecular Formula: C9H9 N3
• Molecular Weight: 159.191
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID90381512
• Nikkaji Number: J2.089.267F
• Wikidata: Q82172385
• Mol file: 54705-91-8.mol

Synonyms:2-(1H-pyrazol-1-yl)aniline;54705-91-8;2-pyrazol-1-ylaniline;2-(1-pyrazolyl)aniline;2-(pyrazol-1-yl)aniline;2-PYRAZOL-1-YL-PHENYLAMINE;MFCD03086227;1-(o-aminophenyl)pyrazole;2-Pyrazol-1-ylphenylamine;1-(o-aminophenyl)-pyrazole;SCHEMBL1531523;2-(1H-Pyrazole-1-yl)aniline;2-(1H-pyrazol-1-yl)-aniline;1-(2-Aminophenyl)-1H-pyrazole;DTXSID90381512;CHEBI:194816;UIYKQBXRFZCXFX-UHFFFAOYSA-N;BBL029877;GEO-02588;STK510101;AKOS000134364;CS-W000146;PS-4417;SDCCGMLS-0066160.P001;1-(2-Aminophenyl)-1H-pyrazole, 97%;AM804031;SY028819;FT-0608371;EN300-37229;A830333;W-200421;Z239137406;InChI=1/C9H9N3/c10-8-4-1-2-5-9(8)12-7-3-6-11-12/h1-7H,10H

Chemical Property of 2-(1H-pyrazol-1-yl)aniline

Chemical Property:

• Vapor Pressure: 0.000822mmHg at 25°C
• Melting Point: 44-46°C
• Boiling Point: 305.4°C at 760 mmHg
• PKA: 1.97±0.10(Predicted)
• Flash Point: 138.5°C
• PSA: 43.84000
• Density: 1.2g/cm³
• LogP: 2.03570
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 159.079647300
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

2-(1H-Pyrazol-1-yl)aniline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N)N2C=CC=N2
• Uses: 2-(1H-Pyrazol-1-yl)aniline is used in the preparation of benzenesulfonamide derivatives and analogs as ATP citrate lyase inhibitors.

Technology Process of 2-(1H-pyrazol-1-yl)aniline

There total 22 articles about 2-(1H-pyrazol-1-yl)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: 100.0%

dimethyl 2-methoxy-3-<(2-pyrazol-1-ylphenyl)amino>maleate (90460-16-5) → 2-(1H-pyrazol-1-yl)aniline (54705-91-8)

Guidance literature:

With hydrogenchloride; In acetone; for 0.166667h; Heating;

DOI:10.1021/jo00189a003

Reference yield: 96.0%

1-(2-nitrophenyl)pyrazol (25688-17-9) → 2-(1H-pyrazol-1-yl)aniline (54705-91-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 3h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00189a003

Reference yield: 96.0%

N-(2-(1H-pyrazol-1-yl)phenyl)-2-(methylsulfonamido)benzamide → 2-(methylsulfonamido)benzoic acid (162787-61-3) + 2-(1H-pyrazol-1-yl)aniline (54705-91-8)

Guidance literature:

With potassium hydroxide; In ethanol; at 80 ℃; for 24h;

DOI:10.1021/acs.orglett.6b01105

upstream raw materials:

1-(2-nitrophenyl)pyrazol

dimethyl 2-methoxy-3-<(2-pyrazol-1-ylphenyl)amino>maleate

1-(2-azidophenyl)-1H-pyrazole

di-n-propylamine

Downstream raw materials:

(NSO₂Ph^HPz^H)AlMe₂

C₁₅H₁₃N₃O₂S

N-[2-(1H-pyrazol-1-yl)phenyl]-4-methylbenzenesulfonamide

(NSO₂Ph^TriMePz^H)AlMe₂

Refernces

• 1、 Yuan, Chunling,Zhang, Lei,Zhao, Yingdai. "Cu(II)-catalyzed C-N coupling of (hetero)aryl halides and N-Nucleophiles promoted by α-benzoin oxime". . . Retrieved 2019/11/28.
• 2、 Yan, Qi,Chen, Yuzhe,Tang, Baiyou,Xiao, Qiang,Qu, Rong,Tong, Linjiang,Liu, Jian,Ding, Jian,Chen, Yi,Ding, Ning,Tan, Wenfu,Xie, Hua,Li, Yingxia. "Discovery of novel 2,4-diarylaminopyrimidine derivatives as potent and selective epidermal growth factor receptor (EGFR) inhibitors against L858R/T790M resistance mutation". . p. 298 - 306. Retrieved 2018/05/22.