Methyl 4-methoxy-5-(3-morpholinopropoxy)-2-nitrobenzoate

Base Information

• Chemical Name: Methyl 4-methoxy-5-(3-morpholinopropoxy)-2-nitrobenzoate
• CAS No.: 214472-37-4
• Molecular Formula: C16H22N2O7
• Molecular Weight: 354.36
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80467793
• Nikkaji Number: J1.806.504E
• Wikidata: Q82294864
• Mol file: 214472-37-4.mol

Synonyms:214472-37-4;Methyl 4-methoxy-5-(3-morpholinopropoxy)-2-nitrobenzoate;methyl 4-methoxy-5-(3-morpholin-4-ylpropoxy)-2-nitrobenzoate;SCHEMBL3284414;Methyl4-methoxy-5-(3-morpholinopropoxy)-2-nitrobenzoate;DTXSID80467793;LUWJKZQXEIOILK-UHFFFAOYSA-N;A879091;Methyl 2-nitro-4-methoxy-5-(3-morpholinopropoxy)benzoate

Chemical Property of Methyl 4-methoxy-5-(3-morpholinopropoxy)-2-nitrobenzoate

Chemical Property:

• PSA: 103.05000
• LogP: 1.95220
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 354.14270105
• Heavy Atom Count: 25
• Complexity: 437

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-methoxy-5-(3-morpholinopropoxy)-2-nitrobenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)[N+](=O)[O-])C(=O)OC)OCCCN2CCOCC2

Technology Process of Methyl 4-methoxy-5-(3-morpholinopropoxy)-2-nitrobenzoate

There total 7 articles about Methyl 4-methoxy-5-(3-morpholinopropoxy)-2-nitrobenzoate 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: 96.18%

methyl 5-hydroxy-4-methoxy-2-nitrobenzoate (215659-03-3) + 3-morpholinopropoxy chloride → 4-methoxy-5-(3-morpholinylpropoxy)-2-nitrobenzoic acid methyl ester (214472-37-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 - 100 ℃; for 1h;

Reference yield: 92.3%

4-methoxy-5-[3-(4-morpholinyl)propoxy]benzoic acid methyl ester (214472-17-0) → 4-methoxy-5-(3-morpholinylpropoxy)-2-nitrobenzoic acid methyl ester (214472-37-4)

Guidance literature:

With sulfuric acid; nitric acid; sodium hydroxide; In water; acetic acid; at 5 - 20 ℃;

Reference yield: 87.5%

methyl 5-hydroxy-4-methoxy-2-nitrobenzoate (215659-03-3) + N-(3-chloropropyl)morpholine hydrochloride (57616-74-7) → 4-methoxy-5-(3-morpholinylpropoxy)-2-nitrobenzoic acid methyl ester (214472-37-4)

Guidance literature:

With potassium carbonate; In acetonitrile; for 2.5h; Reflux;

DOI:10.1016/j.molstruc.2019.03.035

upstream raw materials:

4-methoxy-5-[3-(4-morpholinyl)propoxy]benzoic acid methyl ester

morpholine

methyl 5-(3-chloropropoxy)-4-methoxy-2-nitrobenzoate

3-hydroxy-4-methoxybenzoate

Downstream raw materials:

4-(4-chloro-2-fluoro-5-hydroxy-phenylamino)-7-methoxy-6-(3-morpholin-4-yl)-propoxyl-quinoline-3-carbonitrile

ethyl 2-(dimethylaminomethyleneamino)-4-methoxy-5-(3-morpholin-4-yl-propoxy)benzoate

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

gefitinib