2-(3-nitrophenyl)-N,N-dipropylpropanamide

Base Information

• Chemical Name: 2-(3-nitrophenyl)-N,N-dipropylpropanamide
• CAS No.: 91374-22-0
• Molecular Formula: C15H22N2O3
• Molecular Weight: 278.351
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80694668
• Mol file: 91374-22-0.mol

Synonyms:2-(3-nitrophenyl)-N,N-dipropylpropanamide;DTXSID80694668;AKOS016003066;BS-42344;2-(3-nitrophenyl)-N,N-dipropyl-propanamide;A843817

Chemical Property of 2-(3-nitrophenyl)-N,N-dipropylpropanamide

Chemical Property:

• Vapor Pressure: 1.39E-07mmHg at 25°C
• Melting Point: 49-50 °C
• Refractive Index: 1.532
• Boiling Point: 429.6 °C at 760 mmHg
• PKA: -0.67±0.70(Predicted)
• Flash Point: 213.6 °C
• PSA: 66.13000
• Density: 1.096 g/cm³
• LogP: 3.61750
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 278.16304257
• Heavy Atom Count: 20
• Complexity: 322

Purity/Quality:

99% ^*data from raw suppliers

2-(3-Nitrophenyl)-N,N-dipropylpropanamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-(3-nitrophenyl)-N,N-dipropylpropanamide

There total 7 articles about 2-(3-nitrophenyl)-N,N-dipropylpropanamide 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: 46.0%

2-(3-nitro-2-methylphenyl)acetic acid (23876-15-5) + di-n-propylamine (142-84-7) → 2-(2-methyl-3-nitro-phenyl)-N,N-di-n-propylacetamide (91374-22-0)

Guidance literature:

2-(3-nitro-2-methylphenyl)acetic acid; With 1,1'-carbonyldiimidazole; for 0.166667h; Milling; Green chemistry;

di-n-propylamine; for 4h; Milling; Green chemistry;

DOI:10.1002/chem.201501325

Reference yield:

di-n-propylamine (142-84-7) + 2-methyl-3-nitrophenylethanoyl chloride (101566-00-1) → 2-(2-methyl-3-nitro-phenyl)-N,N-di-n-propylacetamide (91374-22-0)

Guidance literature:

With sodium carbonate; In water; toluene; at 10 - 20 ℃; for 1.5h; Yield given;

DOI:10.1021/jm00156a010

Reference yield:

2-(3-nitro-2-methylphenyl)acetic acid (23876-15-5) → 2-(2-methyl-3-nitro-phenyl)-N,N-di-n-propylacetamide (91374-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: Na₂CO₃ / toluene; H₂O / 1.5 h / 10 - 20 °C

With thionyl chloride; sodium carbonate; In water; toluene;

DOI:10.1021/jm00156a010

upstream raw materials:

di-n-propylamine

2-methyl-3-nitrophenylethanoyl chloride

2-methyl-3-nitrobenzic acid

(2-methyl-3-nitrophenyl)methanol

Downstream raw materials:

<2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>acetic acid hydrochloride

<2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>pyruvic acid

2-nitro-6-<2-(di-n-propylamino)ethyl>phenylacetic acid

Ropinirole

Refernces

• 1、 Matera, Carlo,Quadri, Marta,Pelucchi, Silvia,De Amici, Marco,Dallanoce, Clelia. "A convenient synthesis of 4-(2-hydroxyethyl)indolin-2-one, a useful intermediate for the preparation of both dopamine receptor agonists and protein kinase inhibitors". . p. 1139 - 1144. Retrieved 2014/06/24.
• 2、 -. "Pharmaceutical methods using 4-aminoalkyl-2(3H)-indolones". . . Retrieved 2008/06/13.