N~1~,N~5~-Bis(4-chlorophenyl)-3-oxopentanediamide

Base Information

• Chemical Name: N~1~,N~5~-Bis(4-chlorophenyl)-3-oxopentanediamide
• CAS No.: 73339-34-1
• Molecular Formula: C17H14Cl2N2O3
• Molecular Weight: 365.216
• DSSTox Substance ID: DTXSID60505849
• Wikidata: Q82361219
• Mol file: 73339-34-1.mol

Synonyms:73339-34-1;N~1~,N~5~-Bis(4-chlorophenyl)-3-oxopentanediamide;DTXSID60505849

Chemical Property of N~1~,N~5~-Bis(4-chlorophenyl)-3-oxopentanediamide

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 364.0381477
• Heavy Atom Count: 24
• Complexity: 417

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)CC(=O)CC(=O)NC2=CC=C(C=C2)Cl)Cl

Technology Process of N~1~,N~5~-Bis(4-chlorophenyl)-3-oxopentanediamide

There total 2 articles about N~1~,N~5~-Bis(4-chlorophenyl)-3-oxopentanediamide 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: 80.0%

4-chloro-aniline (106-47-8) + diethyl 1,3-acetonedicarboxylate (105-50-0) → 3-oxo-glutaric acid bis-(4-chloro-anilide) (73339-34-1)

Guidance literature:

In pyridine; for 4h; Heating;

Reference yield:

→ 3-oxo-glutaric acid bis-(4-chloro-anilide) (73339-34-1)

Guidance literature:

Acetondicarbonsaeurediethylester, 4-Chloranilin;

Reference yield: 70.0%

3-oxo-glutaric acid bis-(4-chloro-anilide) (73339-34-1) + Isonitrosoacetylacetone (29917-12-2) → potassium 2,6-bis[(4-chlorophenyl)carbamoyl]-3,5-dimethyl-4-nitrosophenolate (1455440-67-1)

Guidance literature:

With potassium hydroxide; In ethanol; dimethyl sulfoxide; at 18 - 20 ℃; for 24h;

DOI:10.1134/S1070428013080241

upstream raw materials:

4-chloro-aniline

diethyl 1,3-acetonedicarboxylate

Downstream raw materials:

6-chloro-4-methyl-quinolin-2-ol

potassium 2,6-bis[(4-chlorophenyl)carbamoyl]-3,5-dimethyl-4-nitrosophenolate

Refernces

• 1、 Zayed, M. A.,Abou-Taleb, Salah A.,El-Morsy, M. M. S.. "Studies on 3-Oxo-Glutaric Acid Dianilide. Part - I: Acid-Base Properties". . p. 1013 - 1015. Retrieved 2007/10/02.