4-Methoxy-3-(3-morpholinopropoxy)benzonitrile

Base Information

• Chemical Name: 4-Methoxy-3-(3-morpholinopropoxy)benzonitrile
• CAS No.: 675126-28-0
• Molecular Formula: C15H20N2O3
• Molecular Weight: 276.335
• Hs Code.: 2934999090
• European Community (EC) Number: 689-805-1
• DSSTox Substance ID: DTXSID801227245
• Nikkaji Number: J1.645.379J
• Mol file: 675126-28-0.mol

Synonyms:675126-28-0;4-methoxy-3-(3-morpholinopropoxy)benzonitrile;4-methoxy-3-(3-morpholin-4-ylpropoxy)benzonitrile;4-Methoxy-3-[3-(4-morpholinyl)propoxy]benzonitrile;Benzonitrile, 4-methoxy-3-[3-(4-morpholinyl)propoxy]-;4-methoxy-3-(3-(4-morpholinyl)propoxy)benzonitrile;3-(3-Morpholinylpropoxy)-4-Methoxybenzonitrile;SCHEMBL524146;QHDDZVCFDZBTCM-UHFFFAOYSA-N;DTXSID801227245;AKOS028108924;I11674;4-methoxy-3-(3-morpholine-4-yl-propoxy)-benzonitrile

Chemical Property of 4-Methoxy-3-(3-morpholinopropoxy)benzonitrile

Chemical Property:

• Melting Point: 52.4 °C
• Boiling Point: 436.7±45.0 °C(Predicted)
• PKA: 7.10±0.10(Predicted)
• PSA: 54.72000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 1.60588
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 276.14739250
• Heavy Atom Count: 20
• Complexity: 322

Purity/Quality:

99.9% ^*data from raw suppliers

4-Methoxy-3-(3-(morpholin-3-yl)propoxy)benzonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C#N)OCCCN2CCOCC2

Technology Process of 4-Methoxy-3-(3-morpholinopropoxy)benzonitrile

There total 8 articles about 4-Methoxy-3-(3-morpholinopropoxy)benzonitrile 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: 98.0%

4-(3-chloropropyl)morpholine (7357-67-7) + 2-methoxy-5-cyanophenol (52805-46-6) → 4-methoxy-3-[3-(morpholin-4-yl)propoxy]benzonitrile (675126-28-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 10h;

DOI:10.3390/molecules22101624

Reference yield:

methanesulfonic acid 3-morpholin-4-yl-propyl ester (1018895-28-7) + 2-methoxy-5-cyanophenol (52805-46-6) → 4-methoxy-3-[3-(morpholin-4-yl)propoxy]benzonitrile (675126-28-0)

Guidance literature:

methanesulfonic acid 3-morpholin-4-yl-propyl ester; 2-methoxy-5-cyanophenol; With potassium carbonate; In dichloromethane; at 45 ℃; for 3h;

In N,N-dimethyl acetamide; at 120 ℃; for 3h;

Reference yield:

3-morpholin-4-ylpropan-1-ol (4441-30-9) + 2-methoxy-5-cyanophenol (52805-46-6) → 4-methoxy-3-[3-(morpholin-4-yl)propoxy]benzonitrile (675126-28-0)

Guidance literature:

3-morpholin-4-ylpropan-1-ol; With methanesulfonyl chloride; In dichloromethane; at 0 - 20 ℃; for 2h;

2-methoxy-5-cyanophenol; With potassium carbonate; In dichloromethane; ISOPROPYLAMIDE; at 45 - 120 ℃; for 6h;

upstream raw materials:

4-(3-chloropropyl)morpholine

2-methoxy-5-cyanophenol

4-methoxy-3-[3-(4-morpholinyl)propoxy]benzaldoxime

isovanillin

Downstream raw materials:

7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

gefitinib

2-nitro-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzamide

4-chloro-7-methoxy-6-(3-morpholinopropoxy)quinazoline

Refernces

• 1、 -. "A high-purity of gefitinib preparation method". Paragraph 0015-0016. . Retrieved 2019/04/04.
• 2、 Wang, Liuchang,Li, Pengna,Li, Baolin,Wang, Yawen,Li, Jiangtao,Song, Limei. "Design, synthesis, and antitumor activity of novel quinazoline derivatives". . . Retrieved 2017/10/13.