4-(4-nitrophenyl)-1H-imidazol-2-amine

Base Information

• Chemical Name: 4-(4-nitrophenyl)-1H-imidazol-2-amine
• CAS No.: 60472-21-1
• Molecular Formula: C₉H₈N₄O₂
• Molecular Weight: 204.188
• ChEMBL ID: CHEMBL1649774
• DSSTox Substance ID: DTXSID701287967
• Nikkaji Number: J2.573.325H
• Mol file: 60472-21-1.mol

Synonyms:4-(4-nitrophenyl)-1H-imidazol-2-amine;60472-21-1;5-(4-nitrophenyl)-1H-imidazol-2-amine;1375102-67-2;SCHEMBL1665480;CHEMBL1649774;SCHEMBL20500982;BJZNYQMDYLRHPF-UHFFFAOYSA-N;DTXSID701287967;AKOS010003341;2-amino-4-(4-nitro-phenyl)-1H-imidazole;4-(4-Nitrophenyl)-1H-imidazole-2-ylamine;EN300-45134;Z477283602

Chemical Property of 4-(4-nitrophenyl)-1H-imidazol-2-amine

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 204.06472551
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CN=C(N2)N)[N+](=O)[O-]

Technology Process of 4-(4-nitrophenyl)-1H-imidazol-2-amine

There total 9 articles about 4-(4-nitrophenyl)-1H-imidazol-2-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: 83.0%

2-hydroxy-2-(4-nitrophenyl)-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-4-ium bromide (1042275-05-7) → [4-(4-nitrophenyl)-1H-imidazol-2-yl]amine (60472-21-1)

Guidance literature:

With hydrazine hydrate; In acetonitrile; at 100 ℃; for 0.166667h;

DOI:10.1021/jo8008758

Reference yield: 64.0%

2-(4-nitrophenyl)imidazo[1,2-a]pyrimidine (28266-96-8) → [4-(4-nitrophenyl)-1H-imidazol-2-yl]amine (60472-21-1)

Guidance literature:

With hydrazine hydrate; In ethanol; at 120 ℃; for 0.25h; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.tetlet.2009.06.128

Reference yield:

2-Acetamido-4-(4-nitro-phenyl)-1H-imidazole → [4-(4-nitrophenyl)-1H-imidazol-2-yl]amine (60472-21-1)

Guidance literature:

2-Acetamido-4-(4-nitro-phenyl)-1H-imidazole; With hydrogenchloride; water; In ethanol; for 3h; Reflux;

With sodium hydroxide; In ethanol; water;

upstream raw materials:

2-(4-nitrophenyl)imidazo[1,2-a]pyrimidine

4-Nitrophenacyl bromide

CYANAMID

2-amino-1-(4-nitrophenyl)ethanone hydrochloride

Downstream raw materials:

1-(2-Methoxybenzyl)-4-(4-nitrophenyl)-1H-imidazole-2-ylamine