1-Morpholin-4-yl-2-(4-nitro-phenyl)-ethanone

Base Information

• Chemical Name: 1-Morpholin-4-yl-2-(4-nitro-phenyl)-ethanone
• CAS No.: 50508-40-2
• Molecular Formula: C12H14N2O4
• Molecular Weight: 250.254
• DSSTox Substance ID: DTXSID101261840
• Nikkaji Number: J2.311.210H
• Mol file: 50508-40-2.mol

Synonyms:50508-40-2;Oprea1_313507;SCHEMBL4987745;XEWJEPSXWNILMA-UHFFFAOYSA-N;DTXSID101261840;AKOS003234758;FT-0738967;1-(4-Morpholinyl)-2-(4-nitrophenyl)ethanone;1-morpholin-4-yl-2-(4-nitro-phenyl)-ethanone

Chemical Property of 1-Morpholin-4-yl-2-(4-nitro-phenyl)-ethanone

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 250.09535693
• Heavy Atom Count: 18
• Complexity: 302

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C(=O)CC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 1-Morpholin-4-yl-2-(4-nitro-phenyl)-ethanone

There total 9 articles about 1-Morpholin-4-yl-2-(4-nitro-phenyl)-ethanone 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: 99.0%

morpholine (110-91-8,99108-56-2) + 2,2-dibromo-1-(4-nitrophenyl)ethene (51738-10-4) → 1-morpholino-2-(4-nitrophenyl)ethanone (50508-40-2)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 18h;

DOI:10.1016/S0040-4020(02)01324-8

Reference yield: 89.0%

4-acetylmorpholine (1696-20-4) + para-nitrophenyl bromide (586-78-7) → 1-morpholino-2-(4-nitrophenyl)ethanone (50508-40-2)

Guidance literature:

4-acetylmorpholine; With sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1h;

With zinc(II) chloride; In tetrahydrofuran; cyclohexane; at 20 ℃; for 0.166667h;

para-nitrophenyl bromide; With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; cyclohexane; at 20 ℃; for 12h;

DOI:10.1021/ja056076i

Reference yield: 47.0%

2-(2-(4-nitrophenyl)acetyl)phenylmorpholine-4-carboxylate → 1-morpholino-2-(4-nitrophenyl)ethanone (50508-40-2) + 1-(2-hydroxyphenyl)-3-morpholino-2-(4-nitrophenyl)propane-1,3-dione

Guidance literature:

With water; sodium hydride; In tetrahydrofuran; for 24h; Reflux;

DOI:10.1016/j.tetlet.2015.02.077

upstream raw materials:

morpholine

2,2-dibromo-1-(4-nitrophenyl)ethene

4-acetylmorpholine

para-nitrophenyl bromide

Downstream raw materials:

4-[2-(4-nitro-phenyl)-ethyl]-morpholine

4-[2-(4-morpholinyl)ethyl]aniline