Diethyl 3-aminobenzene-1,2-dicarboxylate

Base Information

• Chemical Name: Diethyl 3-aminobenzene-1,2-dicarboxylate
• CAS No.: 62351-80-8
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• DSSTox Substance ID: DTXSID00458769
• Nikkaji Number: J1.964.519C
• Wikidata: Q82282285
• Mol file: 62351-80-8.mol

Synonyms:Diethyl 3-aminobenzene-1,2-dicarboxylate;diethyl 3-aminophthalate;62351-80-8;3-aminophthalic acid diethyl ester;SCHEMBL2894636;DTXSID00458769;PJARQNJKDUFHOZ-UHFFFAOYSA-N;FT-0754325;1,2-Benzenedicarboxylic acid, 3-aMino-, 1,2-diethyl ester

Chemical Property of Diethyl 3-aminobenzene-1,2-dicarboxylate

Chemical Property:

• PSA: 78.62000
• LogP: 2.20340
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 280

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C(=CC=C1)N)C(=O)OCC

Technology Process of Diethyl 3-aminobenzene-1,2-dicarboxylate

There total 6 articles about Diethyl 3-aminobenzene-1,2-dicarboxylate 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: 100.0%

3-nitrobenzene-1,2-dicarboxylate ester (62351-79-5) → diethyl-3-aminobenzene-1,2-dicarboxylate (62351-80-8)

Guidance literature:

With 10% palladium on carbon; hydrogen; In ethanol; at 20 ℃;

DOI:10.1016/j.bmcl.2009.07.018

Reference yield: 78.0%

3-benzyloxycarbonylamino-cyclohex-4-ene-1,2-dicarboxylic acid diethyl ester → diethyl-3-aminobenzene-1,2-dicarboxylate (62351-80-8)

Guidance literature:

palladium on activated charcoal; In Triethylene glycol dimethyl ether; at 140 ℃;

DOI:10.1002/anie.200351484

Reference yield:

methanol (67-56-1) + 3-nitrophthalic acid (603-11-2) + ethyl iodide (75-03-6) → dimethyl 3-aminophthalate (34529-06-1) + diethyl-3-aminobenzene-1,2-dicarboxylate (62351-80-8)

Guidance literature:

methanol; 3-nitrophthalic acid; With thionyl chloride; at 0 ℃; for 9h; Reflux; Inert atmosphere;

ethyl iodide; With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 8h; Inert atmosphere;

With 5%-palladium/activated carbon; hydrogen; In methanol; water; at 20 ℃; for 5h;

upstream raw materials:

3-nitrobenzene-1,2-dicarboxylate ester

diethyl Fumarate

3-nitrophthalic acid

benzene-1,2-dicarboxylic acid

Downstream raw materials:

diethyl 3-hydroxyphthalate

3-iodo-phthalic acid diethyl ester

3-iodophthalic anhydride

3-hydroxyphthalic acid