2-Methoxy-5-morpholinoaniline

Base Information

• Chemical Name: 2-Methoxy-5-morpholinoaniline
• CAS No.: 383870-88-0
• Molecular Formula: C11H16N2O2
• Molecular Weight: 208.26
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40463711
• Wikidata: Q82288719
• Mol file: 383870-88-0.mol

Synonyms:2-Methoxy-5-morpholinoaniline;383870-88-0;2-methoxy-5-morpholin-4-ylaniline;2-methoxy-5-(morpholin-4-yl)aniline;MFCD11846761;SCHEMBL1232770;DTXSID40463711;WGLBNSMEXOFRHQ-UHFFFAOYSA-N;CS-M0527;AKOS005266609;2-Methoxy-5-morpholin-4-yl-phenylamine;NS-02301;A850257

Chemical Property of 2-Methoxy-5-morpholinoaniline

Chemical Property:

• Boiling Point: 412.5±45.0 °C(Predicted)
• PKA: 5.96±0.40(Predicted)
• PSA: 47.72000
• Density: 1.163±0.06 g/cm3(Predicted)
• LogP: 1.76020
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 208.121177757
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-methoxy-5-morpholinoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)N2CCOCC2)N

Technology Process of 2-Methoxy-5-morpholinoaniline

There total 4 articles about 2-Methoxy-5-morpholinoaniline 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%

4-(4-methoxy-3-nitrophenyl)morpholine (383870-96-0) → 2-methoxy-5-morpholin-4-ylaniline (383870-88-0)

Guidance literature:

With ammonium chloride; zinc; In ethanol; ethyl acetate; at 22 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113214

Reference yield:

4-bromo-1-methoxy-2-nitrobenzene (33696-00-3) → 2-methoxy-5-morpholin-4-ylaniline (383870-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; potassium carbonate; L-proline / dimethyl sulfoxide / 48 h / 100 °C / Inert atmosphere

2: palladium on activated charcoal; hydrogen / methanol / 24 h / 20 °C

With copper(l) iodide; palladium on activated charcoal; hydrogen; potassium carbonate; L-proline; In methanol; dimethyl sulfoxide;

DOI:10.1039/c4md00412d

Reference yield:

4-methoxy-aniline (104-94-9) → 2-methoxy-5-morpholin-4-ylaniline (383870-88-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide; tetrabutylammomium bromide / 8 h / Heating

1.2: 12 h / 0 - 5 °C

2.1: sulfuric acid / dichloromethane / 1.5 h / 0 - 5 °C

3.1: ammonium chloride; zinc / ethyl acetate; ethanol / 0.5 h / 22 °C / Inert atmosphere

With sulfuric acid; tetrabutylammomium bromide; ammonium chloride; sodium hydroxide; zinc; In ethanol; dichloromethane; ethyl acetate;

DOI:10.1016/j.ejmech.2021.113214

upstream raw materials:

4-(4-methoxy-3-nitrophenyl)morpholine

4-bromo-1-methoxy-2-nitrobenzene

4-methoxy-aniline

4-(4-methoxyhenyl)morpholine nitric acid salt

Downstream raw materials:

N₃-(2-methoxy-5-morpholin-4-yl-phenyl)-1-pyridin-2-yl-1H-[1,2,4]triazoIe-3,5-diamine

(2-methoxy-5-morpholin-4-yl-phenyl)thiourea

Tozadenant

phenyl (4-methoxy-7-morpholin-4-yl-benzo[d]thiazol-2-yl)carbamate

Refernces

• 1、 Yuan, Gengyang,Jankins, Tanner C.,Patrick, Christopher G.,Philbrook, Phaethon,Sears, Olivia,Hatfield, Stephen,Sitkovsky, Michail,Vasdev, Neil,Liang, Steven H.,Ondrechen, Mary Jo,Pollastri, Michael P.,Jones, Graham B.. "Fluorinated adenosine A2A receptor antagonists inspired by preladenant as potential cancer immunotherapeutics". . . Retrieved 2018/10/20.
• 2、 -. "NOVEL COMPOUNDS 515". Page/Page column 166. . Retrieved 2010/05/13.