N-benzyl-3,5-dinitrobenzamide

Base Information

• Chemical Name: N-benzyl-3,5-dinitrobenzamide
• CAS No.: 14401-98-0
• Molecular Formula: C₁₄H₁₁N₃O₅
• Molecular Weight: 301.258
• European Community (EC) Number: 651-354-3
• ChEMBL ID: CHEMBL3133176
• DSSTox Substance ID: DTXSID60401675
• Nikkaji Number: J983.375G
• Wikidata: Q82204889
• Mol file: 14401-98-0.mol

Synonyms:N-benzyl-3,5-dinitrobenzamide;14401-98-0;Oprea1_777701;SCHEMBL7713793;CHEMBL3133176;DTXSID60401675;AKOS000491917;SR-01000078546;SR-01000078546-1;[3-(benzylcarbamoyl)-5-hydroxyazonoyl-phenyl]azinic acid

Chemical Property of N-benzyl-3,5-dinitrobenzamide

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 301.06987046
• Heavy Atom Count: 22
• Complexity: 403

Purity/Quality:

99% ^*data from raw suppliers

N-BENZYL-3,5-DINITRO-BENZAMIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)C2=CC(=CC(=C2)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of N-benzyl-3,5-dinitrobenzamide

There total 5 articles about N-benzyl-3,5-dinitrobenzamide 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: 95.0%

3,5-dinitrobenzoic acid (99-34-3) + benzylamine (100-46-9) → N-benzyl-3,5-dinitrobenzamide (14401-98-0)

Guidance literature:

3,5-dinitrobenzoic acid; With diatomite earth(at)IL/ZrCl₄ (Lewis acidic ionic liquid immobilized on diatomite earth); In toluene; for 0.0833333h; Green chemistry;

benzylamine; In toluene; at 20 ℃; for 0.3h; Sonication; Green chemistry;

DOI:10.1007/s11164-018-3592-9

Reference yield: 57.0%

benzylamine (100-46-9) + 3,5-dinitrobenoyl chloride (99-33-2) → N-benzyl-3,5-dinitrobenzamide (14401-98-0)

Guidance literature:

for 0.5h;

DOI:10.1002/poc.669

Reference yield:

2,5-dioxopyrrolidin-1-yl 3,5-dinitrobenzoate (87581-19-9) + benzylamine (100-46-9) → 1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-benzyl-3,5-dinitrobenzamide (14401-98-0)

Guidance literature:

In 1,4-dioxane; Rate constant; Ambient temperature; reactions with further amines;

DOI:10.1021/ja00244a035

upstream raw materials:

2,5-dioxopyrrolidin-1-yl 3,5-dinitrobenzoate

benzylamine

3,5-dinitrobenoyl chloride

3,5-dinitrobenzoic acid

Refernces

• 1、 Ahmadi, Masoumeh,Moradi, Leila,Sadeghzadeh, Masoud. "Synthesis of benzamides through direct condensation of carboxylic acids and amines in the presence of diatomite earth@IL/ZrCl4 under ultrasonic irradiation". . p. 7873 - 7889. Retrieved 2018/09/27.
• 2、 Ito, Yoshikatsu,Arimoto, Satoru. "Exothermic thermal reaction of dopamine with 3,5-dinitrobenzoic acid". . p. 849 - 857. Retrieved 2007/10/03.