2-(1H-Imidazole-1-yl)-1-(4-nitrophenyl)ethanol

Base Information

• Chemical Name: 2-(1H-Imidazole-1-yl)-1-(4-nitrophenyl)ethanol
• CAS No.: 37910-80-8
• Molecular Formula: C₁₁H₁₁N₃O₃
• Molecular Weight: 233.227
• DSSTox Substance ID: DTXSID801275913
• Nikkaji Number: J1.297.028E
• ChEMBL ID: CHEMBL1190440
• Mol file: 37910-80-8.mol

Synonyms:CHEMBL1190440;37910-80-8;SCHEMBL9662485;DTXSID801275913;BDBM50535265;alpha-(4-Nitrophenyl)-1H-imidazole-1-ethanol;2-(1H-Imidazole-1-yl)-1-(4-nitrophenyl)ethanol

Chemical Property of 2-(1H-Imidazole-1-yl)-1-(4-nitrophenyl)ethanol

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 233.08004122
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CN2C=CN=C2)O)[N+](=O)[O-]

Technology Process of 2-(1H-Imidazole-1-yl)-1-(4-nitrophenyl)ethanol

There total 3 articles about 2-(1H-Imidazole-1-yl)-1-(4-nitrophenyl)ethanol 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: 65.0%

2-(1H-imidazol-1-yl)-1-(4-nitrophenyl)ethanone (37910-79-5) → N-<β-(4-nitrophenyl)-β-hydroxyethyl>imidazole (37910-80-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 2h; Heating;

DOI:10.1021/jm00138a017

Reference yield:

4-Nitrophenacyl bromide (99-81-0) → N-<β-(4-nitrophenyl)-β-hydroxyethyl>imidazole (37910-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / dimethylformamide / 3 h / 5 - 10 °C

2: 65 percent / NaBH₄ / methanol / 2 h / Heating

With sodium tetrahydroborate; In methanol; N,N-dimethyl-formamide; 1: Substitution / 2: Reduction;

Reference yield:

→ N-<β-(4-nitrophenyl)-β-hydroxyethyl>imidazole (37910-80-8)

Guidance literature:

entspr. Keton + NaBH4.;

upstream raw materials:

2-(1H-imidazol-1-yl)-1-(4-nitrophenyl)ethanone

4-Nitrophenacyl bromide