N-[4-(oxiran-2-ylmethoxy)phenyl]acetamide

Base Information

• Chemical Name: N-[4-(oxiran-2-ylmethoxy)phenyl]acetamide
• CAS No.: 6597-75-7
• Molecular Formula: C11H13NO3
• Molecular Weight: 207.229
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50384024
• Nikkaji Number: J1.212.679D
• Mol file: 6597-75-7.mol

Synonyms:N-[4-(oxiran-2-ylmethoxy)phenyl]acetamide;6597-75-7;N-{4-[(oxiran-2-yl)methoxy]phenyl}acetamide;N-(4-(OXIRANYLMETHOXY)-1,2-EPOXYPROPANE;N-(4-(Oxiran-2-ylmethoxy)phenyl)acetamide;4-Acetamidophenyl Glycidyl Ether;SCHEMBL9537966;DTXSID50384024;OQAKYHCGYGLHAZ-UHFFFAOYSA-N;4'-(2,3-epoxypropoxy)acetanilide;MFCD00799226;STK149411;AKOS000137237;AKOS016050195;N-[4-(Oxiranylmethoxy)phenyl]acetamide;1-(4-acetamidophenoxy)-2,3-epoxypropane;LS-07510;2,3-epoxy-1-(4-acetamidophenoxy)-propane;1-(p-acetamido-phenoxy)-2,3-epoxy-propane;CS-0132585;1 -(p-acetamido-phenoxy)-2,3-epoxy-propane;EN300-39203;F1962-0221;Z271128138

Chemical Property of N-[4-(oxiran-2-ylmethoxy)phenyl]acetamide

Chemical Property:

• Melting Point: 122 °C
• Boiling Point: 423.4±20.0 °C(Predicted)
• PKA: 14.53±0.70(Predicted)
• PSA: 54.35000
• Density: 1.242±0.06 g/cm3(Predicted)
• LogP: 2.07210
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

NLT 98% ^*data from raw suppliers

4-ACETAMIDOPHENYL GLYCIDYL ETHER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)OCC2CO2
• Uses: 4-Acetamidophenyl Glycidyl Ether is an intermediate in the preparation of cardioselective β-adrenergic receptor antagonists.

Technology Process of N-[4-(oxiran-2-ylmethoxy)phenyl]acetamide

There total 8 articles about N-[4-(oxiran-2-ylmethoxy)phenyl]acetamide 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: 95.0%

4-acetaminophenol (103-90-2,8055-08-1) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 1-(4-acetamidophenoxy)-2,3-epoxypropane (6597-75-7)

Guidance literature:

With potassium carbonate; at 120 ℃; for 4.5h;

DOI:10.1007/s00044-004-0107-6

Reference yield: 75.0%

glycidyl p-toluenesulfonate (118712-54-2,6746-81-2) + 4-acetaminophenol (103-90-2,8055-08-1) → 1-(4-acetamidophenoxy)-2,3-epoxypropane (6597-75-7)

Guidance literature:

4-acetaminophenol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;

glycidyl p-toluenesulfonate; In N,N-dimethyl-formamide;

DOI:10.1016/S0957-4166(00)00254-8

Reference yield:

4-acetoxyacetanilide (2623-33-8) → 1-(4-acetamidophenoxy)-2,3-epoxypropane (6597-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol / 24 h / 50 °C

2: potassium carbonate; potassium iodide / acetone / Reflux

With potassium carbonate; potassium iodide; sodium hydroxide; In methanol; acetone;

DOI:10.1016/j.bmcl.2020.127506

upstream raw materials:

4-acetaminophenol

epichlorohydrin

glycidyl p-toluenesulfonate

4-acetoxyacetanilide

Downstream raw materials:

acetic acid-[4-(2-hydroxy-3-piperidino-propoxy)-anilide]

N-[3-(4-acetylamino-phenoxy)-2-hydroxy-propyl]-succinimide

4'-<3-(benzylisopropylamino)-2-hydroxypropoxy>acetanilide

1-<2-(4-aminophenyl)-1,1-dimethylamino>-3-(4-acetamidophenoxy)propan-2-ol