4-(1H-imidazol-1-yl)aniline

Base Information

• Chemical Name: 4-(1H-imidazol-1-yl)aniline
• CAS No.: 2221-00-3
• Molecular Formula: C9H9N3
• Molecular Weight: 159.191
• Hs Code.: 29332900
• NSC Number: 266462
• DSSTox Substance ID: DTXSID00313142
• Nikkaji Number: J676.176C
• Wikidata: Q72482350
• ChEMBL ID: CHEMBL1457337
• Mol file: 2221-00-3.mol

Synonyms:4-(1H-imidazol-1-yl)aniline;2221-00-3;4-Imidazol-1-yl-phenylamine;4-imidazol-1-ylaniline;4-(1-imidazolyl)aniline;1-(4-Aminophenyl)imidazole;benzenamine, 4-(1H-imidazol-1-yl)-;1-(4-Aminophenyl)-1H-imidazole;4-(imidazol-1-yl)aniline;4-(imidazol-1-yl)-aniline;4-(Imidazol-1-yl)phenylamine;MFCD01074865;4-(1H-imidazol-1-yl)benzenamine;NSC266462;Maybridge3_005125;n-(4-aminophenyl)imidazole;MLS000047663;SCHEMBL159406;4-imidazol-1-yl-phenyl amine;CHEMBL1457337;4-(1H-Imidazol-1-yl)-aniline;DTXSID00313142;4-(1H-imidazol-1-yl)phenylamine;HMS1445I21;HMS2287K07;STR05704;4-(1H-imidazol-1-yl)-benzenamine;CCG-52040;STK123174;AKOS000128441;4-(1H-Imidazol-1-yl)aniline, 98%;CS-W016178;NSC 266462;NSC-266462;PS-4321;IDI1_016512;SMR000033673;SY028820;AM20060858;FT-0616788;EN300-28522;A816017;J-640088;J-800091;SR-01000607308-2;W-201923;4-(1H-Imidazol-1-yl)aniline;F0001-0785;Z235348111;N-benzyl-5-(4,5-dimethyl-1,3-thiazol-2-yl)-N,2-dimethylthiophene-3-sulfonamide

Chemical Property of 4-(1H-imidazol-1-yl)aniline

Chemical Property:

• Appearance/Colour: off white powder
• Vapor Pressure: 3.15E-05mmHg at 25°C
• Melting Point: 143-147 °C(lit.)
• Refractive Index: 1.641
• Boiling Point: 355.4 °C at 760 mmHg
• PKA: 6.05±0.10(Predicted)
• Flash Point: 168.7 °C
• PSA: 43.84000
• Density: 1.2 g/cm³
• LogP: 2.03570
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 159.079647300
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

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

4-(1H-Imidazol-1-yl)aniline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)N2C=CN=C2

Technology Process of 4-(1H-imidazol-1-yl)aniline

There total 9 articles about 4-(1H-imidazol-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%

1-(4-nitrophenyl)-1H-imidazole (2301-25-9) → 4-(N-imidazolyl)aniline (2221-00-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;

DOI:10.1039/c39930001713

Reference yield: 99.0%

1H-imidazole (288-32-4) + 4-bromo-aniline (106-40-1) → 4-(N-imidazolyl)aniline (2221-00-3)

Guidance literature:

With copper(l) iodide; N-((4-nitro-1-oxy-pyridin-2-yl)methyl)oxalamic acid; tetrabutylammomium bromide; potassium hydroxide; In water; at 100 ℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1039/c5ob00045a

Reference yield: 97.0%

1H-imidazole (288-32-4) + p-aminoiodobenzene (540-37-4) → 4-(N-imidazolyl)aniline (2221-00-3)

Guidance literature:

With 4,7-(dipyrrolidin-1-yl)-1,10-phenanthroline; potassium hydroxide; copper(I) bromide; In water; at 100 ℃; for 21h; Sealed tube; Inert atmosphere; Green chemistry;

DOI:10.1039/c2gc36589h

upstream raw materials:

1H-imidazole

p-aminoiodobenzene

1-(4-nitrophenyl)-1H-imidazole

4-bromo-aniline

Downstream raw materials:

1-Adamantan-1-yl-3-[4-(1H-imidazol-1-yl)-phenyl]-urea

1-(4-isothiocyanatophenyl)-1H-imidazole

(2-chloro-(3-pyridyl))-N-(4-imidazolyl-phenyl)-carboxamide

Refernces

• 1、 Wu, Fengtian,Li, Huiqin,Xie, Jianwei. "Copper quinolate: A simple and efficient catalytic complex for coupling reactions". . . Retrieved 2019/11/22.
• 2、 -. "2-pyridine substituted urea structural small molecule compounds as well as synthesis and application thereof". Paragraph 0197; 0455; 0458-0459. . Retrieved 2020/03/03.