3-nitro-2-[(trifluoromethyl)benzoyl] hydrazide

Base Information

• Chemical Name: 3-nitro-2-[(trifluoromethyl)benzoyl] hydrazide
• CAS No.: 1203256-54-5
• Molecular Formula: C₁₅H₁₀F₃N₃O₄
• Molecular Weight: 353.257
• Mol file: 1203256-54-5.mol

Synonyms:3-nitro-2-[(trifluoromethyl)benzoyl] hydrazide

Chemical Property of 3-nitro-2-[(trifluoromethyl)benzoyl] hydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-nitro-2-[(trifluoromethyl)benzoyl] hydrazide

There total 1 articles about 3-nitro-2-[(trifluoromethyl)benzoyl] hydrazide 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: 84.0%

4-trifluoromethyl-phenyl acetyl chloride (329-15-7) + 3-nitrobenzoic acid hydrazide (618-94-0) → 3-nitro-2-[(trifluoromethyl)benzoyl] hydrazide (1203256-54-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ja209325n

Reference yield: 73.0%

3-nitro-2-[(trifluoromethyl)benzoyl] hydrazide (1203256-54-5) → N'-(chloro(4-(trifluoromethyl)phenyl)methylene)-3-nitrobenzohydrazonoyl chloride (1353958-44-7)

Guidance literature:

With phosphorus pentachloride; In 1,2-dichloro-ethane; for 16h; Inert atmosphere; Reflux;

Reference yield:

3-nitro-2-[(trifluoromethyl)benzoyl] hydrazide (1203256-54-5) → 5-oxo-5-(3-(6-[4-(trifluoromethyl)phenyl]-1,2,4,5-tetrazin-3-yl)phenylamino)pentanoic acid (1353958-49-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: phosphorus pentachloride / 1,2-dichloro-ethane / 24 h / Inert atmosphere; Reflux

2.1: potassium carbonate; hydrazine hydrate / acetonitrile / 25 h / Reflux

2.2: 3 h / 0 °C

3.1: palladium 10% on activated carbon; hydrogen / ethanol / 12 h

4.1: tetrahydrofuran / 4 h / 80 °C / Inert atmosphere

With phosphorus pentachloride; palladium 10% on activated carbon; hydrogen; potassium carbonate; hydrazine hydrate; In tetrahydrofuran; ethanol; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1021/ja209325n

upstream raw materials:

4-trifluoromethyl-phenyl acetyl chloride

3-nitrobenzoic acid hydrazide

Downstream raw materials:

N'-(chloro(4-(trifluoromethyl)phenyl)methylene)-3-nitrobenzohydrazonoyl chloride

3-(3-nitrophenyl)-6-(4-(trifluoromethyl)phenyl)-1,2,4,5-tetrazine

3-(3-aminophenyl)-6-[4-(trifluoromethyl)phenyl]-s-tetrazine

5-oxo-5-(3-(6-[4-(trifluoromethyl)phenyl]-1,2,4,5-tetrazin-3-yl)phenylamino)pentanoic acid

Refernces

• 1、 -. "TETRAZINE-TRANS-CYCLOOCTENE LIGATION FOR THE RAPID CONSTRUCTION OF RADIONUCLIDE LABELED PROBES". Page/Page column 27 - 28. . Retrieved 2012/02/05.