Benzamide, 4-chloro-N-[2-(1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-

Base Information

• Chemical Name: Benzamide, 4-chloro-N-[2-(1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-
• CAS No.: 380389-65-1
• Molecular Formula: C17H11ClF3N3O
• Molecular Weight: 365.73700
• DSSTox Substance ID: DTXSID00391440
• Wikidata: Q82188905
• Mol file: 380389-65-1.mol

Synonyms:380389-65-1;Benzamide, 4-chloro-N-[2-(1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-;DTXSID00391440;AKOS001010445;AB00709561-01;Z56787794

Chemical Property of Benzamide, 4-chloro-N-[2-(1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-

Chemical Property:

• PSA: 46.92000
• LogP: 4.86980
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 365.0542742
• Heavy Atom Count: 25
• Complexity: 469

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)NC2=C(C=CC(=C2)C(F)(F)F)N3C=CN=C3)Cl

Technology Process of Benzamide, 4-chloro-N-[2-(1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-

There total 3 articles about Benzamide, 4-chloro-N-[2-(1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]- 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:

2-chloro-3-nitro-5-trifluoromethylbenzene (121-17-5) → 1-(4-chlorophenylcarboxamido)-2-(1H-1-imidazolyl)-5-trifluoromethylbenzene (380389-65-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / K₂CO₃ / dimethylformamide / 1.5 h / 100 - 110 °C

2: 63 percent / Fe powder; HOAc / propan-2-ol / 1.5 h / Heating

3: pyridine / 3.5 h / -5 - 20 °C

With iron; potassium carbonate; acetic acid; In pyridine; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1002/hc.10000

Reference yield:

1-(2-nitro-4-trifluoromethylphenyl)-1H-imidazole (25373-61-9) → 1-(4-chlorophenylcarboxamido)-2-(1H-1-imidazolyl)-5-trifluoromethylbenzene (380389-65-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / Fe powder; HOAc / propan-2-ol / 1.5 h / Heating

2: pyridine / 3.5 h / -5 - 20 °C

With iron; acetic acid; In pyridine; isopropyl alcohol;

DOI:10.1002/hc.10000

Reference yield:

4-chloro-benzoyl chloride (122-01-0) + 2-(1H-imidazol-1-yl)-5-(trifluoromethyl)aniline (380389-67-3) → 1-(4-chlorophenylcarboxamido)-2-(1H-1-imidazolyl)-5-trifluoromethylbenzene (380389-65-1)

Guidance literature:

In pyridine; at -5 - 20 ℃; for 3.5h;

DOI:10.1002/hc.10000

upstream raw materials:

4-chloro-benzoyl chloride

2-(1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

2-chloro-3-nitro-5-trifluoromethylbenzene

1-(2-nitro-4-trifluoromethylphenyl)-1H-imidazole

Downstream raw materials:

5-(4-chlorobenzoyl)-4-morpholino-4-thioxo-7-trifluoromethyl-4,5-dihydrobenzo[e]imidazo[2,1-c][1,4,2]diazaphosphinine

5-(4-chlorobenzoyl)-4-bromo-7-trifluoromethyl-4,5-dihydrobenzo[e]imidazo[2,1-c][1,4,2]diazaphosphinine

5-(4-chlorobenzoyl)-4-phenyl-7-trifluoromethyl-4,5-dihydrobenzo[e]imidazo[2,1-c][1,4,2]diazaphosphinine