5-chloro-N-(4-nitrophenyl)pentanamide

Base Information

• Chemical Name: 5-chloro-N-(4-nitrophenyl)pentanamide
• CAS No.: 1039914-85-6
• Molecular Formula: C11H13ClN2O3
• Molecular Weight: 256.689
• Mol file: 1039914-85-6.mol

Synonyms:5-chloro-N-(4-nitrophenyl)pentanamide;PentanaMide, 5-chloro-N-(4-nitrophenyl)-

Chemical Property of 5-chloro-N-(4-nitrophenyl)pentanamide

Chemical Property:

• Melting Point: 121-123℃
• Boiling Point: 476.3±30.0 °C(Predicted)
• PKA: 13.70±0.70(Predicted)
• Density: 1.314
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-N-(4-nitrophenyl)-pentanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Chloro-N-(4-nitrophenyl)-pentanamide is used in process for the preparation of Apixaban and intermediates thereof.

Technology Process of 5-chloro-N-(4-nitrophenyl)pentanamide

There total 2 articles about 5-chloro-N-(4-nitrophenyl)pentanamide 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: 88.2%

5-Chlorovaleroyl chloride (1575-61-7) + 4-nitro-aniline (100-01-6,104810-17-5) → 5-chloro-N-(4-nitrophenyl)pentanamide (1039914-85-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 5 - 25 ℃; Inert atmosphere;

Reference yield:

→ 5-chloro-N-(4-nitrophenyl)pentanamide (1039914-85-6)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 5 ℃;

Reference yield: 94.0%

5-chloro-N-(4-nitrophenyl)pentanamide (1039914-85-6) → 4-azido-N-(4-nitrophenyl)valeramide (1286232-23-2)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 70 ℃; for 0.75h; Microwave irradiation;

DOI:10.1016/j.tetlet.2011.01.088

upstream raw materials:

5-Chlorovaleroyl chloride

4-nitro-aniline

Downstream raw materials:

N-(4-nitrophenyl)-5-(pyrrolidin-1-yl)pentanamide

4-azido-N-(4-nitrophenyl)valeramide

N-(4-nitrophenyl)pentamethylenediamine

1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one

Refernces

• 1、 -. "Preparation method of apixaban intermediate suitable for industrial production". Paragraph 0032; 0036-0037. . Retrieved 2021/08/19.
• 2、 -. "PROCESS FOR THE PREPARATION OF APIXABAN AND INTERMEDIATES THEREOF". Paragraph 0140. . Retrieved 2017/06/12.