2-Amino-4,5-diethoxybenzoic acid

Base Information

• Chemical Name: 2-Amino-4,5-diethoxybenzoic acid
• CAS No.: 20197-72-2
• Molecular Formula: C11H15NO4
• Molecular Weight: 225.244
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID80406268
• Wikidata: Q82211171
• ChEMBL ID: CHEMBL4993568
• Mol file: 20197-72-2.mol

Synonyms:2-amino-4,5-diethoxybenzoic acid;20197-72-2;Anthranilic acid, 4,5-diethoxy- (6CI,8CI);Benzoic acid, 2-amino-4,5-diethoxy-;CHEMBL4993568;SCHEMBL10801182;2-amino-4,5-diethoxybenzoicacid;DTXSID80406268;CS-B0075;2-Amino-4,5-diethoxy benzoic acid;MFCD04117993;AKOS001160731;SB80006;CS-14104;Anthranilic acid,4,5-diethoxy- (6CI,8CI);EN300-57159;W13199;A1-00230;Z108566754

Chemical Property of 2-Amino-4,5-diethoxybenzoic acid

Chemical Property:

• Melting Point: 135-136℃ (decomposition) (ethanol )
• Boiling Point: 379.8 °C at 760 mmHg
• PKA: 2.39±0.10(Predicted)
• Flash Point: 183.5 °C
• PSA: 81.78000
• Density: 1.215 g/cm³
• LogP: 2.34560
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 225.10010796
• Heavy Atom Count: 16
• Complexity: 234

Purity/Quality:

98%Min ^*data from raw suppliers

2-Amino-4,5-diethoxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=C(C(=C1)C(=O)O)N)OCC

Technology Process of 2-Amino-4,5-diethoxybenzoic acid

There total 5 articles about 2-Amino-4,5-diethoxybenzoic acid 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: 76.0%

4,5-diethoxy-2-aminobenzoic acid methyl ester (20197-71-1) → 2-amino-4,5-diethoxybenzoic acid (20197-72-2)

Guidance literature:

With sodium hydroxide; for 1h; Heating;

DOI:10.1021/jm050607w

Reference yield: 67.0%

2-nitro-4,5-diethoxybenzoic acid (103796-34-5) → 2-amino-4,5-diethoxybenzoic acid (20197-72-2)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In methanol;

Reference yield:

3,4-diethoxybenzoic acid (5409-31-4) → 2-amino-4,5-diethoxybenzoic acid (20197-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / HNO₃; acetic acid / 2.08 h / 20 °C

2: 44 percent / SnCl₂; aq. HCl / 2 h / 20 °C

With hydrogenchloride; nitric acid; acetic acid; tin(ll) chloride;

DOI:10.1021/jm050607w

upstream raw materials:

2-nitro-4,5-diethoxybenzoic acid

4,5-diethoxy-2-aminobenzoic acid methyl ester

3,4-diethoxybenzoic acid

1,2-diethoxybenzene

Downstream raw materials:

6,7-diethoxy-3H-quinazolin-4-one

4-Chloro-6,7-diethoxyquinazoline

N-{6,7-diethoxy-9-[3-(2-methyl-thiazol-4-yl)-phenylamino]-2,3-dihydro-1H-cyclopenta[b]quinolin-1-ylmethyl}-acetamide

N-{6,7-diethoxy-9-[3-(2-methyl-thiazol-4-yl)-phenylamino]-2,3-dihydro-1H-cyclopenta[b]quinolin-2-ylmethyl}-acetamide

Refernces

• 1、 VanBrocklin, Henry F.,Lim, John K.,Coffing, Stephanie L.,Hom, Darren L.,Negash, Kitaw,Ono, Michele Y.,Gilmore, Jennifer L.,Bryant, Ianthe,Riese II, David J.. "Anilinodialkoxyquinazolines: Screening epidermal growth factor receptor tyrosine kinase inhibitors for potential tumor imaging probes". . p. 7445 - 7456. Retrieved 2007/10/03.