Methyl 2-morpholino-5-nitrobenzenecarboxylate

Base Information

• Chemical Name: Methyl 2-morpholino-5-nitrobenzenecarboxylate
• CAS No.: 83909-55-1
• Molecular Formula: C₁₂H₁₄N₂O₅
• Molecular Weight: 266.254
• DSSTox Substance ID: DTXSID10372407
• Wikidata: Q82160103
• Mol file: 83909-55-1.mol

Synonyms:83909-55-1;methyl 2-morpholino-5-nitrobenzenecarboxylate;Methyl 2-morpholino-5-nitrobenzoate;methyl 2-morpholin-4-yl-5-nitrobenzoate;methyl 2-(morpholin-4-yl)-5-nitrobenzoate;2-Morpholin-4-yl-5-nitro-benzoic acid methyl ester;Maybridge1_007645;Oprea1_505782;SCHEMBL425317;HMS563D11;DTXSID10372407;QVXVAXLVFPLUDM-UHFFFAOYSA-N;Methyl2-morpholino-5-nitrobenzoate;CCG-47963;MFCD00277668;SEW 04885;STK729622;AKOS000541310;BB 0246150;CS-0314528;9W-0222;SR-01000637542-1;2-Morpholin-4-yl-5-nitro-benzoic acid methyl ester

Chemical Property of Methyl 2-morpholino-5-nitrobenzenecarboxylate

Chemical Property:

• Melting Point: 113-116°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 266.09027155
• Heavy Atom Count: 19
• Complexity: 338

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 2-morpholino-5-nitrobenzenecarboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC(=C1)[N+](=O)[O-])N2CCOCC2

Technology Process of Methyl 2-morpholino-5-nitrobenzenecarboxylate

There total 3 articles about Methyl 2-morpholino-5-nitrobenzenecarboxylate 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%

morpholine (110-91-8,99108-56-2) + 2-chloro-5-nitro-benzoic acid methyl ester (6307-82-0) → methyl 2-(N-morpholino)-5-nitrobenzoate (83909-55-1)

Guidance literature:

In acetonitrile; for 24h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112162

Reference yield: 98.0%

morpholine (110-91-8,99108-56-2) + methyl 2-fluoro-5-nitro-benzoate (2965-22-2) → methyl 2-(N-morpholino)-5-nitrobenzoate (83909-55-1)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 80 ℃; for 1h;

Reference yield:

2-chloro-5-nitrobenzoic acid (2516-96-3) → methyl 2-(N-morpholino)-5-nitrobenzoate (83909-55-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 24 h / Reflux

2: acetonitrile / 24 h / Inert atmosphere

With sulfuric acid; In acetonitrile;

DOI:10.1016/j.ejmech.2020.112162

upstream raw materials:

morpholine

2-chloro-5-nitro-benzoic acid methyl ester

methyl 2-fluoro-5-nitro-benzoate

2-chloro-5-nitrobenzoic acid

Downstream raw materials:

5-Amino-2-morpholin-4-yl-benzoic acid methyl ester; hydrochloride

methyl 5-amino-2-(4-morpholino)benzoate

5-((2′-fluorobenzyl)amino)-2-morpholinobenzoic acid