N-Benzyl-2-chloro-5-nitrobenzamide

Base Information

• Chemical Name: N-Benzyl-2-chloro-5-nitrobenzamide
• CAS No.: 83909-69-7
• Molecular Formula: C14H11ClN2O3
• Molecular Weight: 290.706
• DSSTox Substance ID: DTXSID50355294
• Nikkaji Number: J3.152.349D
• Wikidata: Q82134088
• ChEMBL ID: CHEMBL601093
• Mol file: 83909-69-7.mol

Synonyms:N-Benzyl-2-chloro-5-nitrobenzamide;83909-69-7;Oprea1_270920;CHEMBL601093;DTXSID50355294;MFCD00813753;AKOS000163258;AS-47092;CS-0210242;F12004;AB00081281-01;SR-01000205514;SR-01000205514-1;Z27749524

Chemical Property of N-Benzyl-2-chloro-5-nitrobenzamide

Chemical Property:

• PSA: 78.41000
• LogP: 4.27620
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 290.0458199
• Heavy Atom Count: 20
• Complexity: 353

Purity/Quality:

99% ^*data from raw suppliers

N-Benzyl-2-chloro-5-nitrobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Benzyl-2-chloro-5-nitrobenzamide

There total 4 articles about N-Benzyl-2-chloro-5-nitrobenzamide 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: 81.0%

2-chloro-5-nitrobenzoylchloride (25784-91-2) + benzylamine (100-46-9) → N-benzyl-2-chloro-5-nitrobenzamide (83909-69-7)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; Ambient temperature;

Reference yield: 51.0%

2-chloro-5-nitrobenzoic acid (2516-96-3) + benzylamine (100-46-9) → N-benzyl-2-chloro-5-nitrobenzamide (83909-69-7)

Guidance literature:

With EDC-polymer; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2009.11.022

Reference yield:

2-chloro-5-nitrobenzoic acid (2516-96-3) → N-benzyl-2-chloro-5-nitrobenzamide (83909-69-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 3 h / Heating

2: 81 percent / NaHCO₃ / CH₂Cl₂; H₂O / Ambient temperature

With thionyl chloride; sodium hydrogencarbonate; In dichloromethane; water;

upstream raw materials:

2-chloro-5-nitrobenzoylchloride

benzylamine

2-chloro-5-nitrobenzoic acid

Downstream raw materials:

3-Amino-4-benzothiazol-2-yl-2-benzyl-7-nitro-2H-isoquinolin-1-one

3-Amino-2-benzyl-4-(4-fluoro-phenyl)-7-nitro-2H-isoquinolin-1-one

N-Benzyl-2-methylamino-5-nitro-benzamide

N-Benzyl-2-cyclohexyloxy-5-nitro-benzamide