Ethyl 3,5-diaminobenzoate

Base Information

• Chemical Name: Ethyl 3,5-diaminobenzoate
• CAS No.: 1949-51-5
• Molecular Formula: C9H12 N2 O2
• Molecular Weight: 180.206
• Hs Code.: 2922499990
• European Community (EC) Number: 217-762-7
• DSSTox Substance ID: DTXSID80173140
• Nikkaji Number: J80.353G
• Wikidata: Q83043229
• Mol file: 1949-51-5.mol

Synonyms:Ethyl 3,5-diaminobenzoate;1949-51-5;3,5-DIAMINO-BENZOIC ACID ETHYL ESTER;EINECS 217-762-7;3,5-DIAMINO BENZOIC ACID ETHYL ESTER;Naretin;SCHEMBL1278720;DTXSID80173140;AB1429;MFCD00017104;AKOS003248358;AS-44576;Benzoic acid, 3,5-diamino-, ethyl ester;CS-0151779;FT-0716466;EN300-2538122

Chemical Property of Ethyl 3,5-diaminobenzoate

Chemical Property:

• Vapor Pressure: 2.87E-06mmHg at 25°C
• Boiling Point: 389.3°Cat760mmHg
• Flash Point: 221.8°C
• PSA: 78.34000
• Density: 1.214g/cm³
• LogP: 2.19010
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 180.089877630
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl3,5-Diaminobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Ethyl 3,5-diaminobenzoate

There total 2 articles about Ethyl 3,5-diaminobenzoate 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: 94.0%

ethanol (64-17-5) + 3.5-diaminobenzoic acid (535-87-5) → 3,5-diaminobenzoic acid ethyl ester (1949-51-5)

Guidance literature:

With sulfuric acid; at 20 ℃; for 72h; Reflux;

DOI:10.1021/ol102606m

Reference yield:

ethyl 3,5-dinitrobenzoate (618-71-3) → 3,5-diaminobenzoic acid ethyl ester (1949-51-5)

Guidance literature:

With copper; benzene; Hydrogenation;

Reference yield: 90.0%

L-N-Boc-Ala (15761-38-3) + 3,5-diaminobenzoic acid ethyl ester (1949-51-5) → 3,5-bis-(2-tert-butoxycarbonylamino-propionylamino)-benzoic acid ethyl ester (871102-90-8)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at -10 - 25 ℃; for 11h;

DOI:10.1002/chem.200500174

upstream raw materials:

ethyl 3,5-dinitrobenzoate

ethanol

3.5-diaminobenzoic acid

Downstream raw materials:

ethyl 3,5-difluorobenzoate

3,5-diaminobenzyl alcohol

5-carbethoxy-1,3-phenylenebisthiourea

ethyl 3-amino-5-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)benzoate

Refernces

• 1、 Perrotta, Raffaele R.,Winter, Arthur H.,Falvey, Daniel E.. "Photochemical heterolysis of 3,5-Bis(dimethylamino)benzyl alcohols and esters: Generation of a benzyl cation with a low-energy triplet state". supporting information; experimental part. p. 212 - 215. Retrieved 2011/03/20.
• 2、 Mong, Tony K.-K.,Niu, Aizhen,Chow, Hak-Fun,Wu, Chi,Li, Ang,Chen, Rui. "β-alanine-based dendritic β-peptides: Dendrimers possessing unusually strong binding ability towards protic solvents and their self-assembly into nanoscale aggregates through hydrogen-bond interactions". . p. 686 - 699. Retrieved 2007/10/03.