2-(1-Morpholin-4-yl-3-phenylprop-2-ynyl)-4-nitrophenol

Base Information

• Chemical Name: 2-(1-Morpholin-4-yl-3-phenylprop-2-ynyl)-4-nitrophenol
• CAS No.: 165402-19-7
• Molecular Formula: C19H18N2O4
• Molecular Weight: 338.363
• DSSTox Substance ID: DTXSID10386569
• ChEMBL ID: CHEMBL1504957
• Mol file: 165402-19-7.mol

Synonyms:2-(1-morpholin-4-yl-3-phenylprop-2-ynyl)-4-nitrophenol;165402-19-7;Cambridge id 5739154;Oprea1_433590;MLS000777336;CHEMBL1504957;SCHEMBL16299056;DTXSID10386569;2-(1-Morpholin-4-yl-3-phenyl-prop-2-ynyl)-4-nitro-phenol;HMS2762F15;Phenol, 2-[1-(4-morpholinyl)-3-phenyl-2-propynyl]-4-nitro-;STK793009;AKOS001641069;SMR000413721;AB00095361-01;SR-01000466263;SR-01000466263-1;1-phenyl-3-(2-hydroxy-5-nitrophenyl)-3-morpholino-propyne;2-[1-(morpholin-4-yl)-3-phenylprop-2-yn-1-yl]-4-nitrophenol

Chemical Property of 2-(1-Morpholin-4-yl-3-phenylprop-2-ynyl)-4-nitrophenol

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 338.12665706
• Heavy Atom Count: 25
• Complexity: 509

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C(C#CC2=CC=CC=C2)C3=C(C=CC(=C3)[N+](=O)[O-])O

Technology Process of 2-(1-Morpholin-4-yl-3-phenylprop-2-ynyl)-4-nitrophenol

There total 3 articles about 2-(1-Morpholin-4-yl-3-phenylprop-2-ynyl)-4-nitrophenol 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: 79.0%

morpholine (110-91-8,99108-56-2) + 5-Nitrosalicylaldehyde (97-51-8) + potassium (2-phenylethynyl)trifluoroborate → 3-(2-hydroxy-5-nitrophenyl)-3-morpholino-1-phenyl-prop-1-yne (165402-19-7)

Guidance literature:

With benzoic acid; In various solvent(s); at 80 ℃; for 20h;

DOI:10.1016/j.tetlet.2003.11.049

Reference yield: 73.0%

morpholine (110-91-8,99108-56-2) + 5-Nitrosalicylaldehyde (97-51-8) + phenylpropyolic acid (637-44-5) → 3-(2-hydroxy-5-nitrophenyl)-3-morpholino-1-phenyl-prop-1-yne (165402-19-7)

Guidance literature:

In neat (no solvent); at 140 ℃; for 1.16667h; Sealed tube; Green chemistry;

DOI:10.1021/acs.joc.9b02806

Reference yield:

5-Nitrosalicylaldehyde (97-51-8) → 3-(2-hydroxy-5-nitrophenyl)-3-morpholino-1-phenyl-prop-1-yne (165402-19-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / propan-2-ol / 1 h

2: 52 percent / 0.05 h / Heating

In isopropyl alcohol;

DOI:10.1007/BF01169718

upstream raw materials:

morpholine

5-Nitrosalicylaldehyde

phenylpropyolic acid